KR20050114650A - Herbicidal mixtures based on 3-phenyluracils - Google Patents
Herbicidal mixtures based on 3-phenyluracils Download PDFInfo
- Publication number
- KR20050114650A KR20050114650A KR1020057016976A KR20057016976A KR20050114650A KR 20050114650 A KR20050114650 A KR 20050114650A KR 1020057016976 A KR1020057016976 A KR 1020057016976A KR 20057016976 A KR20057016976 A KR 20057016976A KR 20050114650 A KR20050114650 A KR 20050114650A
- Authority
- KR
- South Korea
- Prior art keywords
- phenyluracil
- compositions
- agriculturally acceptable
- methyl
- hydroxy
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 255
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 58
- 239000004009 herbicide Substances 0.000 claims abstract description 55
- 150000003839 salts Chemical class 0.000 claims abstract description 25
- 239000001257 hydrogen Substances 0.000 claims abstract description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 17
- 229910052736 halogen Chemical group 0.000 claims abstract description 12
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 11
- 150000002367 halogens Chemical group 0.000 claims abstract description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 11
- 150000002431 hydrogen Chemical group 0.000 claims abstract description 10
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 9
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 5
- 125000005843 halogen group Chemical group 0.000 claims abstract description 4
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 4
- -1 2,6-diethyl-4-methylphenyl Chemical group 0.000 claims description 344
- 150000001875 compounds Chemical class 0.000 claims description 71
- 241000196324 Embryophyta Species 0.000 claims description 31
- 239000000460 chlorine Substances 0.000 claims description 21
- QYPFXMAXNRIBCK-UHFFFAOYSA-N 3-phenyl-1h-pyrimidine-2,4-dione Chemical compound O=C1C=CNC(=O)N1C1=CC=CC=C1 QYPFXMAXNRIBCK-UHFFFAOYSA-N 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 18
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 14
- 150000002148 esters Chemical class 0.000 claims description 14
- MGOHCFMYLBAPRN-UHFFFAOYSA-N pinoxaden Chemical compound CCC1=CC(C)=CC(CC)=C1C(C1=O)=C(OC(=O)C(C)(C)C)N2N1CCOCC2 MGOHCFMYLBAPRN-UHFFFAOYSA-N 0.000 claims description 13
- 239000005597 Pinoxaden Substances 0.000 claims description 12
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 claims description 12
- HKELWJONQIFBPO-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-(trichloromethyl)-1,2,4-triazole-3-carboxylic acid Chemical compound N1=C(C(=O)O)N=C(C(Cl)(Cl)Cl)N1C1=CC=C(Cl)C=C1Cl HKELWJONQIFBPO-UHFFFAOYSA-N 0.000 claims description 11
- ICJSJAJWTWPSBD-UHFFFAOYSA-N cloquintocet Chemical compound C1=CN=C2C(OCC(=O)O)=CC=C(Cl)C2=C1 ICJSJAJWTWPSBD-UHFFFAOYSA-N 0.000 claims description 11
- ITGSCCPVERXFGN-UHFFFAOYSA-N isoxadifen Chemical compound C1C(C(=O)O)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 ITGSCCPVERXFGN-UHFFFAOYSA-N 0.000 claims description 11
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 11
- XEJNEDVTJPXRSM-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-methyl-4,5-dihydro-1H-pyrazole-3,5-dicarboxylic acid Chemical compound OC(=O)C1(C)CC(C(O)=O)=NN1C1=CC=C(Cl)C=C1Cl XEJNEDVTJPXRSM-UHFFFAOYSA-N 0.000 claims description 9
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 9
- 229910052801 chlorine Inorganic materials 0.000 claims description 9
- 229910052731 fluorine Inorganic materials 0.000 claims description 9
- 239000011737 fluorine Substances 0.000 claims description 9
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- 239000007787 solid Substances 0.000 claims description 9
- HUYBEDCQLAEVPD-UHFFFAOYSA-N COCCOCC1=NC(C(F)(F)F)=CC=C1C(=O)C(C1=O)=C(O)C2CC1CC2 Chemical compound COCCOCC1=NC(C(F)(F)F)=CC=C1C(=O)C(C1=O)=C(O)C2CC1CC2 HUYBEDCQLAEVPD-UHFFFAOYSA-N 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- YWZBGRYDSPLRHR-UHFFFAOYSA-N pinoxaden acid Chemical compound CCC1=CC(C)=CC(CC)=C1C(C1=O)=C(O)N2N1CCOCC2 YWZBGRYDSPLRHR-UHFFFAOYSA-N 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- LPWZTKKGUAIGNX-UHFFFAOYSA-N [O-][N+](=O)C1=CC(S(=O)(=O)C)=CC=C1C(=O)C(C1=O)=C(O)C2CC1CC2 Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)C)=CC=C1C(=O)C(C1=O)=C(O)C2CC1CC2 LPWZTKKGUAIGNX-UHFFFAOYSA-N 0.000 claims description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- QWWHRELOCZEQNZ-UHFFFAOYSA-N 2,2-dichloro-1-(1-oxa-4-azaspiro[4.5]decan-4-yl)ethanone Chemical compound ClC(Cl)C(=O)N1CCOC11CCCCC1 QWWHRELOCZEQNZ-UHFFFAOYSA-N 0.000 claims description 6
- DJPNGLRIBDVWAR-UHFFFAOYSA-N CC1=NC(C(F)(F)F)=CC=C1C(=O)C(C1=O)=C(O)C2CC1CC2 Chemical compound CC1=NC(C(F)(F)F)=CC=C1C(=O)C(C1=O)=C(O)C2CC1CC2 DJPNGLRIBDVWAR-UHFFFAOYSA-N 0.000 claims description 6
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 6
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 6
- 239000004094 surface-active agent Substances 0.000 claims description 6
- GLBLPMUBLHYFCW-UHFFFAOYSA-N n-(5,7-dimethoxy-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)pyridine-3-sulfonamide Chemical compound N1=C2N=C(OC)C=C(OC)N2N=C1NS(=O)(=O)C1=C(OC)N=CC=C1C(F)(F)F GLBLPMUBLHYFCW-UHFFFAOYSA-N 0.000 claims description 5
- PFJJMJDEVDLPNE-UHFFFAOYSA-N Benoxacor Chemical compound C1=CC=C2N(C(=O)C(Cl)Cl)C(C)COC2=C1 PFJJMJDEVDLPNE-UHFFFAOYSA-N 0.000 claims description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
- YNQSILKYZQZHFJ-UHFFFAOYSA-N R-29148 Chemical compound CC1CN(C(=O)C(Cl)Cl)C(C)(C)O1 YNQSILKYZQZHFJ-UHFFFAOYSA-N 0.000 claims description 4
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- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 4
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 claims description 4
- 238000010353 genetic engineering Methods 0.000 claims description 4
- 230000013011 mating Effects 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 3
- 239000001764 (E)-oct-3-en-2-one Substances 0.000 claims description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 3
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 3
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- 235000005822 corn Nutrition 0.000 claims description 3
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 claims description 3
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims description 3
- WMMQJAQJAPXWDO-UHFFFAOYSA-N (4-chlorophenyl) n-methylcarbamate Chemical compound CNC(=O)OC1=CC=C(Cl)C=C1 WMMQJAQJAPXWDO-UHFFFAOYSA-N 0.000 claims description 2
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 2
- MHULQDZDXMHODA-UHFFFAOYSA-N 1-(2,2-dichloroacetyl)-3,3,8a-trimethyl-2,4,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-6-one Chemical compound C1C(C)(C)CN(C(=O)C(Cl)Cl)C2(C)N1C(=O)CC2 MHULQDZDXMHODA-UHFFFAOYSA-N 0.000 claims description 2
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- GRSMWKLPSNHDHA-UHFFFAOYSA-N Naphthalic anhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=CC3=C1 GRSMWKLPSNHDHA-UHFFFAOYSA-N 0.000 claims description 2
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- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 2
- XXWNKVBJDWSYBN-UHFFFAOYSA-N diethoxy-phenoxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCOP(=S)(OCC)OC1=CC=CC=C1 XXWNKVBJDWSYBN-UHFFFAOYSA-N 0.000 claims description 2
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- YRMLFORXOOIJDR-UHFFFAOYSA-N Dichlormid Chemical compound ClC(Cl)C(=O)N(CC=C)CC=C YRMLFORXOOIJDR-UHFFFAOYSA-N 0.000 claims 1
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- MGJXBDMLVWIYOQ-UHFFFAOYSA-N methylazanide Chemical group [NH-]C MGJXBDMLVWIYOQ-UHFFFAOYSA-N 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 235000019713 millet Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- 125000004708 n-butylthio group Chemical group C(CCC)S* 0.000 description 1
- 125000002412 n-penten-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002504 n-penten-4-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000004706 n-propylthio group Chemical group C(CC)S* 0.000 description 1
- CMWTZPSULFXXJA-VIFPVBQESA-N naproxen Chemical group C1=C([C@H](C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-VIFPVBQESA-N 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 231100001183 nonphototoxic Toxicity 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 230000003032 phytopathogenic effect Effects 0.000 description 1
- 230000008121 plant development Effects 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000006238 prop-1-en-1-yl group Chemical group [H]\C(*)=C(/[H])C([H])([H])[H] 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000006308 propyl amino group Chemical group 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- PYODKQIVQIVELM-UHFFFAOYSA-M sodium;2,3-bis(2-methylpropyl)naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CC(C)C)C(CC(C)C)=CC2=C1 PYODKQIVQIVELM-UHFFFAOYSA-M 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 150000007970 thio esters Chemical class 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
실시예 1: 출현전 방법으로 시용된 혼합물 1.14의 제초 활성Example 1 Herbicidal Activity of Mixture 1.14 Applied by Pre-emergence Method
실시예 2: 출현후 방법으로 시용된 혼합물 1.14의 제초 활성Example 2: herbicidal activity of mixture 1.14 applied by post-emergence method
실시예 1: 출현후 방법으로 시용된 혼합물 1.19의 제초 활성Example 1 Herbicidal Activity of Mixture 1.19 Applied by Post-Appearance Method
실시예 1 내지 3에 따른 데이타는 본 발명에 따른 제초제 혼합물의 상승 효과를 명백히 입증한다.The data according to Examples 1 to 3 clearly demonstrate the synergistic effect of the herbicide mixtures according to the invention.
본 발명은 3-페닐우라실 및 1종 이상의 추가의 제초제, 및 임의로 1종 이상의 완화제를 포함하는 제초 활성 조성물에 관한 것이다.The present invention relates to herbicidally active compositions comprising 3-phenyluracil and at least one further herbicide, and optionally at least one emollient.
농작물 보호 제품에서, 활성 화합물의 작용의 특이성 및 신뢰성을 증가시키는 것이 원칙적으로 바람직하다. 특히, 농작물 보호 제품은 유해 식물을 효과적으로 방제하고, 동시에 해당 유용 식물에 내성이 있는 것이 바람직하다.In crop protection products, it is in principle desirable to increase the specificity and reliability of the action of the active compounds. In particular, it is desirable that crop protection products effectively control harmful plants and at the same time be resistant to the useful plants.
다양한 간행물은 3-페닐우라실을 매우 효과적인 제초제로 기재하였다. 그러나, 이들의 면화, 종유 평지와 같은 쌍자엽 작물 식물, 및 보리, 기장, 옥수수, 벼, 밀 및 사탕수수와 같은 일부 벼과 식물과의 적합성은 항상 만족스럽지는 않다. 즉, 유해 식물 이외에 작물 식물이 또한 허용되지 않는 정도로 피해를 입는다. 시용률을 저하시켜 유용 식물을 생존시키는 것이 가능하지만, 유해 식물의 방제 정도가 또한 자연적으로 감소된다.Various publications have described 3-phenyluracil as a very effective herbicide. However, their suitability with dicotyledonous crop plants, such as cotton and oilseed rape, and some rice plants such as barley, millet, corn, rice, wheat and sugar cane are not always satisfactory. That is, crop plants in addition to harmful plants are also damaged to an unacceptable extent. While it is possible to lower the application rate to survive useful plants, the degree of control of harmful plants is also naturally reduced.
특정 활성을 갖는 상이한 제초제의 특정 조합이 상승작용에 의해 제초제 성분의 활성을 향상시킨다는 것이 공지되어 있다. 결과적으로, 유해 식물의 방제에 요구되는 제초 활성 화합물의 시용률을 감소시키는 것이 가능하다.It is known that certain combinations of different herbicides with specific activities enhance the activity of herbicide components by synergism. As a result, it is possible to reduce the application rate of the herbicidally active compound required for controlling harmful plants.
더욱이, 일부의 경우 작물 식물 적합성은, 특이적으로 작용하는 제초제와 일부는 그 자체로 제초 활성이 있는 유기 활성 화합물을 함께 시용함으로써 달성될 수 있다. 이러한 경우, 활성 화합물은 해독제 또는 길항제로서 작용하고, 작물 식물에 대한 피해를 감소시키거나 심지어 방지할 수 있다는 사실 때문에 또한 완화제라 불리기도 한다.Moreover, crop plant suitability in some cases can be achieved by applying together specifically acting herbicides and organic active compounds, some of which have their own herbicidal activity. In this case, the active compound also acts as an antidote or antagonist and is also called a laxative due to the fact that it can reduce or even prevent damage to crop plants.
하기 화학식 I의 3-페닐우라실 및 그의 농업적으로 허용되는 염은 선행 특허 출원 WO 01/83459호에 개시되어 있다. 화학식 I의 3-페닐 우라실의 특정 제초용 조성물은 선행 특허 출원 WO 03/24221호에 개시되어 있다. 3-phenyluracil of the formula (I) and agriculturally acceptable salts thereof are disclosed in prior patent application WO 01/83459. Certain herbicidal compositions of 3-phenyl uracil of formula (I) are disclosed in prior patent application WO 03/24221.
상기 식에서, 가변기 R1 내지 R7은 하기와 같이 정의된다:Wherein the variable groups R 1 to R 7 are defined as follows:
R1은 메틸 또는 NH2이고;R 1 is methyl or NH 2 ;
R2는 C1-C2-할로알킬이고;R 2 is C 1 -C 2 -haloalkyl;
R3은 수소 또는 할로겐이고;R 3 is hydrogen or halogen;
R4는 할로겐 또는 시아노이고;R 4 is halogen or cyano;
R5는 수소, 시아노, C1-C6-알킬, C1-C6-알콕시, C1-C4-알콕시-C1-C4-알킬, C3-C7-시클로알킬, C3-C6-알케닐, C3-C6-알키닐, 또는 비치환되거나 할로겐 또는 C1-C6-알킬로 치환된 벤질이고;R 5 is hydrogen, cyano, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 3 -C 7 -cycloalkyl, C 3 -C 6 -alkenyl, C 3 -C 6 -alkynyl, or benzyl unsubstituted or substituted with halogen or C 1 -C 6 -alkyl;
R6 및 R7은 서로 독립적으로 수소, C1-C6-알킬, C1-C6-알콕시, C3-C6-알케닐, C3-C6-알키닐, C3-C7-시클로알킬, C3-C7-시클로알케닐, 페닐 또는 벤질이고, 상기 언급된 8개의 치환기 각각은 비치환되거나 1 내지 6개의 할로겐 원자로, 및(또는) OH, NH2, CN, CONH2, C1-C4-알콕시, C1-C4-할로알콕시, C1-C4-알킬티오, C1-C4-할로알킬티오, C1-C4-알킬술포닐, C1-C4-할로알킬술포닐, C1-C4-알킬아미노, 디(C1-C4-알킬)아미노, 포르밀, C1-C4-알킬카르보닐, C1-C4-알콕시카르보닐, C1-C4-알킬아미노카르보닐, 디(C1-C4-알킬)아미노카르보닐, C3-C7-시클로알킬, 페닐 및 벤질로부터 선택된 1, 2 또는 3개의 기로 치환될 수 있거나; 또는R 6 and R 7 independently of one another are hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 3 -C 6 -alkenyl, C 3 -C 6 -alkynyl, C 3 -C 7 -Cycloalkyl, C 3 -C 7 -cycloalkenyl, phenyl or benzyl, each of the eight substituents mentioned above being unsubstituted or with 1 to 6 halogen atoms, and / or OH, NH 2 , CN, CONH 2 , C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -haloalkylthio, C 1 -C 4 -alkylsulfonyl, C 1- C 4 -haloalkylsulfonyl, C 1 -C 4 -alkylamino, di (C 1 -C 4 -alkyl) amino, formyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -alkoxycar To be substituted with 1, 2 or 3 groups selected from carbonyl, C 1 -C 4 -alkylaminocarbonyl, di (C 1 -C 4 -alkyl) aminocarbonyl, C 3 -C 7 -cycloalkyl, phenyl and benzyl Can be; or
R6 및 R7은 그들이 부착된 질소 원자와 함께, 1 내지 6개의 메틸기로 치환될 수 있고, 질소, 산소 및 황으로 구성된 군으로부터 선택된 1 또는 2개의 추가의 헤테로원자를 고리 원으로서 함유할 수 있는 3-, 4-, 5-, 6- 또는 7-원 포화 또는 불포화 질소 헤테로환을 형성한다.R 6 and R 7 together with the nitrogen atom to which they are attached may be substituted with 1 to 6 methyl groups and may contain as ring members one or two additional heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur Form a 3-, 4-, 5-, 6- or 7-membered saturated or unsaturated nitrogen heterocycle.
본 발명의 목적은 바람직하지 않은 유해 식물에 대한 화학식 I의 3-페닐우라실의 제초 활성을 증가시키고, 유용한 식물과의 적합성을 개선시키는 것이다.It is an object of the present invention to increase the herbicidal activity of 3-phenyluracil of formula (I) against undesirable harmful plants and to improve their compatibility with useful plants.
놀랍게도, 본 발명자들은 상기 목적이 1종 이상의 화학식 I의 3-페닐우라실; 및 Surprisingly, the inventors have found that the above object is at least one 3-phenyluracil of formula (I); And
아미노피랄리드 및 그의 농업적으로 허용되는 유도체, 4-히드록시-3-{[2-메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐}비시클로[3.2.1]옥트-3-엔-2-온, 4-히드록시-3-{[2-(2-메톡시에톡시)메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐}비시클로[3.2.1]옥트-3-엔-2-온, 4-히드록시-3-[4-(메틸술포닐)-2-니트로벤조일]비시클로[3.2.1]옥트-3-엔-2-온, 8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-9-히드록시-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-7-온, 피발산 [8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-7-옥소-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-9-일] 에스테르 (피녹사덴) 및 [N-(5,7-디메톡시[1,2,4]트리아졸로[1,5-a]피리미딘-2-일)-2-메톡시-4-(트리플루오로메틸)-3-피리딘술폰아미드, 및 이들 각각의 농업적으로 허용되는 염으로 이루어진 군으로부터 선택된 1종 이상의 추가의 제초제 B; 및Aminopyralides and agriculturally acceptable derivatives thereof, 4-hydroxy-3-{[2-methyl-6- (trifluoromethyl) -3-pyridinyl] carbonyl} bicyclo [3.2.1] oct -3-en-2-one, 4-hydroxy-3-{[2- (2-methoxyethoxy) methyl-6- (trifluoromethyl) -3-pyridinyl] carbonyl} bicyclo [ 3.2.1] oct-3-en-2-one, 4-hydroxy-3- [4- (methylsulfonyl) -2-nitrobenzoyl] bicyclo [3.2.1] oct-3-ene-2- On, 8- (2,6-diethyl-4-methylphenyl) -1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo [1,2-d] [1,4,5 ] Oxadiazepin-7-one, pivalic acid [8- (2,6-diethyl-4-methylphenyl) -1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo [1,2 -d] [1,4,5] oxadiazepin-9-yl] ester (pinoxaden) and [N- (5,7-dimethoxy [1,2,4] triazolo [1,5-a] At least one additional member selected from the group consisting of pyrimidin-2-yl) -2-methoxy-4- (trifluoromethyl) -3-pyridinesulfonamide, and their respective agriculturally acceptable salts Herbicide B; And
임의로, 베녹사코르, 클로퀸토세트, 시오메트리닐, 디클로르미드, 디시클로논, 디에톨레이트, 펜클로라졸, 펜클로림, 플루라졸, 푹소페님, 플루릴라졸, 이속사디펜, 메펜피르, 메페네이트, 나프탈산 무수물, 2,2,5-트리메틸-3-(디클로르아세틸-1,3-옥사졸리딘 (R-29148), 4-(디클로로아세틸)-1-옥사-4-아자스피로[4.5]데칸 (AD-67, MON 4660) 및 옥사베트리닐, 및 그의 농업적으로 허용되는 염, 및 카르복실기를 갖는 경우 그의 농업적으로 허용되는 유도체로 이루어진 군으로부터 선택된 1종 이상의 완화제 C를 포함하는 제초 활성 조성물에 의해 달성된다는 것을 발견하였다.Optionally, benoxacor, cloquintocet, cymetrinyl, dichlormide, dicyclonon, dietholate, fenchlorazole, fenchlorim, flurazole, fuchpenim, fluilazole, isoxadifen, Mefenpyr, mephenate, naphthalic anhydride, 2,2,5-trimethyl-3- (dichloracetyl-1,3-oxazolidine (R-29148), 4- (dichloroacetyl) -1-oxa-4 At least one selected from the group consisting of azaspiro [4.5] decane (AD-67, MON 4660) and oxavetrinyl, and agriculturally acceptable salts thereof, and agriculturally acceptable derivatives thereof when the carboxyl group is present; It has been found that this is achieved by herbicidally active compositions comprising Emollient C.
본 발명은 특히 제초 유효량의 1종 이상의 상기 정의된 화합물 I과 B 및 임의로 C의 혼합물, 및 1종 이상의 액체 및(또는) 고체 담체, 및 필요할 경우 1종 이상의 계면활성제, 및 필요할 경우 작물 보호 조성물에 통상적인 추가의 1종 이상의 보조제를 포함하는, 제초 활성 작물 보호 조성물 형태의 조성물에 관한 것이다. 또한, 본 발명은 활성 화합물 I, 고체 또는 액체 담체, 및 적합할 경우 1종 이상의 계면활성제를 포함하는 제1 성분, 및 1종 이상의 추가의 제초제 B 및 임의로 완화제 C, 고체 또는 액체 담체, 및 적합할 경우 1종 이상의 계면활성제를 포함하는 제2 성분을 포함하고, 두 성분은 모두 작물 보호 조성물에 통상적인 추가의 보조제를 추가적으로 포함할 수 있는, 이성분 조성물로서 제제화된 작물 보호 조성물 형태의 조성물에 관한 것이다.The present invention particularly provides a herbicidally effective amount of at least one mixture of compounds I and B and optionally C as defined above, and at least one liquid and / or solid carrier, and at least one surfactant if necessary, and crop protection compositions if necessary. A composition in the form of a herbicidally active crop protection composition, comprising at least one additional adjuvant, is customary. In addition, the present invention relates to a first component comprising active compound I, a solid or liquid carrier, and, if appropriate, at least one surfactant, and at least one additional herbicide B and optionally emollient C, a solid or liquid carrier, and a suitable A second component comprising at least one surfactant, if any, both components in a composition in the form of a crop protection composition formulated as a two component composition, which may additionally include additional auxiliaries customary in the crop protection composition. It is about.
더욱이, 본 발명은 특히 곡류, 옥수수, 대두, 벼, 종유 평지, 면화, 감자, 땅콩의 작물 또는 다년생 작물에서의, 그리고 또한 유전 공학 또는 교배에 의해 1종 이상의 제초제 또는 곤충의 공격에 내성인 작물에서의 바람직하지 않은 식물의 방제 방법에 관한 것이다. 또한, 본 발명은 식물을 마르게 하거나 고사시키기 위한 방법에 관한 것이다. 후자의 방법에서, 성분 I) 및 B)의 제초 활성 화합물, 및 임의로 C)가 함께 또는 별도로 제제화 및 시용되는지, 그리고 별도 시용의 경우 어떤 순서로 시용이 일어나는지는 중요하지 않다.Moreover, the present invention particularly relates to crops that are resistant to the attack of one or more herbicides or insects, in cereals, maize, soybeans, rice, oilseed rape, cotton, potatoes, peanut crops or perennial crops, and also by genetic engineering or mating. A method for controlling undesirable plants in The invention also relates to a method for drying or killing plants. In the latter method, it is not important whether the herbicidally active compounds of components I) and B), and optionally C) are formulated and applied together or separately, and in which order the application takes place in the case of separate applications.
화학식 I의 치환기 R2, R5, R6, R7의 정의에서 언급된, 또는 시클로알킬, 페닐 또는 헤테로환식 고리 상의 라디칼로서의 유기 잔기는, 용어 할로겐과 같이, 개별 기의 원을 개별적으로 열거하기 위한 집합적 용어이다. 모든 탄화수소쇄, 즉 모든 알킬, 할로알킬, 시클로알킬, 알콕시, 할로알콕시, 알킬아미노, 알킬티오, 할로알킬티오, 알킬술피닐, 할로알킬술피닐, 알킬술포닐, 할로알킬술포닐, 알케닐 및 알키닐기, 및 보다 큰 기에서의 상응하는 잔기, 예를 들어 알킬카르보닐, 알킬아미노카르보닐, 디알킬아미노카르보닐, 알콕시카르보닐 등은 직쇄 또는 분지쇄일 수 있고, 접두사 Cn-Cm은 각 경우에 기에서 탄소 원자의 가능한 수를 나타낸다. 할로겐화된 치환기는 바람직하게는 1, 2, 3, 4 또는 5개의 동일하거나 상이한 할로겐 원자를 가질 수 있다. 용어 할로겐은 각 경우에 플루오르, 염소, 브롬 또는 요오드를 나타낸다.Organic moieties mentioned in the definitions of substituents R 2 , R 5 , R 6 , R 7 of formula (I) or as a radical on a cycloalkyl, phenyl or heterocyclic ring, like the term halogen, individually list the members of the individual groups Collective terms for: All hydrocarbon chains, namely all alkyl, haloalkyl, cycloalkyl, alkoxy, haloalkoxy, alkylamino, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, alkenyl and Alkynyl groups, and corresponding residues in larger groups, such as alkylcarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkoxycarbonyl, and the like, can be straight or branched chains, and the prefix C n -C m is In each case the possible number of carbon atoms in the group is indicated. Halogenated substituents may preferably have 1, 2, 3, 4 or 5 identical or different halogen atoms. The term halogen represents in each case fluorine, chlorine, bromine or iodine.
다른 의미의 예는 다음과 같다:Examples of other meanings are as follows:
- C1-C4-알킬: CH3, C2H5, n-프로필, CH(CH3)2, n-부틸, CH(CH3)-C2H5, CH2-CH(CH3)2 및 C(CH3)3;C 1 -C 4 -alkyl: CH 3 , C 2 H 5 , n-propyl, CH (CH 3 ) 2 , n-butyl, CH (CH 3 ) -C 2 H 5 , CH 2 -CH (CH 3 ) 2 and C (CH 3 ) 3 ;
- C1-C6-알킬: 상기 언급된 것과 같은 C1-C4-알킬, 및 또한 예를 들어 n-펜틸, 1-메틸부틸, 2-메틸부틸, 3-메틸부틸, 2,2-디메틸프로필, 1-에틸프로필, n-헥실, 1,1-디메틸프로필, 1,2-디메틸프로필, 1-메틸펜틸, 2-메틸펜틸, 3-메틸펜틸, 4-메틸펜틸, 1,1-디메틸부틸, 1,2-디메틸부틸, 1,3-디메틸부틸, 2,2-디메틸부틸, 2,3-디메틸부틸, 3,3-디메틸부틸, 1-에틸부틸, 2-에틸부틸, 1,1,2-트리메틸프로필, 1,2,2-트리메틸프로필, 1-에틸-1-메틸프로필 또는 1-에틸-2-메틸프로필, 바람직하게는 메틸, 에틸, n-프로필, 1-메틸에틸, n-부틸, 1,1-디메틸에틸, n-펜틸 또는 n-헥실;C 1 -C 6 -alkyl: C 1 -C 4 -alkyl as mentioned above, and also for example n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2- Dimethylpropyl, 1-ethylpropyl, n-hexyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1- Dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1, 1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl or 1-ethyl-2-methylpropyl, preferably methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1,1-dimethylethyl, n-pentyl or n-hexyl;
- C1-C4-알콕시: OCH3, OC2H5, n-프로폭시, OCH(CH3)2, n-부톡시, OCH(CH3)-C2H5, OCH2-CH(CH3)2 또는 OC(CH3)3, 바람직하게는 OCH3, OC2H5 또는 OCH(CH3)2;C 1 -C 4 -alkoxy: OCH 3 , OC 2 H 5 , n-propoxy, OCH (CH 3 ) 2 , n-butoxy, OCH (CH 3 ) -C 2 H 5 , OCH 2 -CH ( CH 3 ) 2 or OC (CH 3 ) 3 , preferably OCH 3 , OC 2 H 5 or OCH (CH 3 ) 2 ;
- C1-C4-할로알콕시: 플루오르, 염소, 브롬 및(또는) 요오드로 부분적으로 또는 완전히 치환된 상기 언급된 것과 같은 C1-C4-알콕시 라디칼, 즉, 예를 들어 OCH2F, OCHF2, OCF3, OCH2Cl, OCH(Cl)2, OC(Cl)3, 클로로플루오로메톡시, 디클로로플루오로메톡시, 클로로디플루오로메톡시, 2-플루오로에톡시, 2-클로로에톡시, 2-브로모에톡시, 2-요오도에톡시, 2,2-디플루오로에톡시, 2,2,2-트리플루오로에톡시, 2-클로로-2-플루오로에톡시, 2-클로로-2,2-디플루오로에톡시, 2,2-디클로로-2-플루오로에톡시, 2,2,2-트리클로로에톡시, OC2F5, 2-플루오로프로폭시, 3-플루오로프로폭시, 2,2-디플루오로프로폭시, 2,3-디플루오로프로폭시, 2-클로로프로폭시, 3-클로로프로폭시, 2,3-디클로로프로폭시, 2-브로모프로폭시, 3-브로모프로폭시, 3,3, 3-트리플루오로프로폭시, 3,3,3-트리클로로프로폭시, 2,2,3,3,3-펜타플루오로프로폭시, OCF2-C2F5, 1-(CH2F)-2-플루오로에톡시, 1-(CH2Cl)-2-클로로에톡시, 1-(CH2Br)-2-브로모에톡시, 4-플루오로부톡시, 4-클로로부톡시, 4-브로모부톡시 또는 노나플루오로부톡시, 바람직하게는 OCHF2, OCF3, 디클로로플루오로메톡시, 클로로디플루오로메톡시 또는 2,2,2-트리플루오로에톡시;C 1 -C 4 -haloalkoxy: C 1 -C 4 -alkoxy radicals as mentioned above partially or completely substituted with fluorine, chlorine, bromine and / or iodine, ie OCH 2 F, OCHF 2 , OCF 3 , OCH 2 Cl, OCH (Cl) 2 , OC (Cl) 3 , chlorofluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy , 2-bromoethoxy, 2-iodoethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro -2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, OC 2 F 5 , 2-fluoropropoxy, 3-fluoro Rolopoxy, 2,2-difluoropropoxy, 2,3-difluoropropoxy, 2-chloropropoxy, 3-chloropropoxy, 2,3-dichloropropoxy, 2-bromopropoxy , 3-bromopropoxy, 3,3, 3-trifluoropropoxy, 3,3,3-trichloro Propoxy, 2,2,3,3,3-pentafluoropropoxy, OCF 2 -C 2 F 5 , 1- (CH 2 F) -2-fluoroethoxy, 1- (CH 2 Cl)- 2-chloroethoxy, 1- (CH 2 Br) -2-bromoethoxy, 4-fluorobutoxy, 4-chlorobutoxy, 4-bromobutoxy or nonafluorobutoxy, preferably OCHF 2 , OCF 3 , dichlorofluoromethoxy, chlorodifluoromethoxy or 2,2,2-trifluoroethoxy;
- C1-C4-알킬티오: SCH3, SC2H5, n-프로필티오, SCH(CH3)2, n-부틸티오, SCH (CH3)-C2H5, SCH2-CH(CH3)2 또는 SC(CH3)3, 바람직하게는 SCH3 또는 SC2H5;C 1 -C 4 -alkylthio: SCH 3 , SC 2 H 5 , n-propylthio, SCH (CH 3 ) 2 , n-butylthio, SCH (CH 3 ) -C 2 H 5 , SCH 2 -CH (CH 3 ) 2 or SC (CH 3 ) 3 , preferably SCH 3 or SC 2 H 5 ;
- C1-C4-할로알킬티오: 플루오르, 염소, 브롬 및(또는) 요오드로 부분적으로 또는 완전히 치환된 상기 언급된 것과 같은 C1-C4-알킬티오 라디칼, 즉, 예를 들어 SCH2F, SCHF2, SCH2Cl, SCH(Cl)2, SC(Cl)3, SCF3, 클로로플루오로메틸티오, 디클로로플루오로메틸티오, 클로로디플루오로메틸티오, 2-플루오로에틸티오, 2-클로로에틸티오, 2-브로모에틸티오, 2-요오도에틸티오, 2,2-디플루오로에틸티오, 2,2,2-트리플루오로에틸티오, 2-클로로-2-플루오로에틸티오, 2-클로로-2,2-디플루오로에틸티오, 2,2-디클로로-2-플루오로에틸티오, 2,2,2-트리클로로에틸티오, SC2F5, 2-플루오로프로필티오, 3-플루오로프로필티오, 2,2-디플루오로프로필티오, 2,3-디플루오로프로필티오, 2-클로로프로필티오, 3-클로로프로필티오, 2,3-디클로로프로필티오, 2-브로모프로필티오, 3-브로모프로필티오, 3,3,3-트리플루오로프로필티오, 3,3,3-트리클로로프로필티오, SCH2-C2F5, SCF2-C2F5, 1-(CH2F)-2-플루오로에틸티오, 1-(CH2Cl)-2-클로로에틸티오, 1-(CH2Br)-2-브로모에틸티오, 4-플루오로부틸티오, 4-클로로부틸티오, 4-브로모부틸티오 또는 SCF2-CF2-C2F5, 바람직하게는 SCHF2, SCF3, 디클로로플루오로메틸티오, 클로로디플루오로메틸티오 또는 2,2,2-트리플루오로에틸티오;C 1 -C 4 -haloalkylthio: C 1 -C 4 -alkylthio radicals as mentioned above partially or completely substituted with fluorine, chlorine, bromine and / or iodine, ie for example SCH 2 F, SCHF 2 , SCH 2 Cl, SCH (Cl) 2 , SC (Cl) 3 , SCF 3 , chlorofluoromethylthio, dichlorofluoromethylthio, chlorodifluoromethylthio, 2-fluoroethylthio, 2-chloroethylthio, 2-bromoethylthio, 2-iodoethylthio, 2,2-difluoroethylthio, 2,2,2-trifluoroethylthio, 2-chloro-2-fluoro Ethylthio, 2-chloro-2,2-difluoroethylthio, 2,2-dichloro-2-fluoroethylthio, 2,2,2-trichloroethylthio, SC 2 F 5 , 2-fluoro Propylthio, 3-fluoropropylthio, 2,2-difluoropropylthio, 2,3-difluoropropylthio, 2-chloropropylthio, 3-chloropropylthio, 2,3-dichloropropylthio, 2-bromopropylthio, 3-bromorph Peel-thio, 3,3,3-trifluoro-propyl thio, 3,3,3-trichloro propyl thio, SCH 2 -C 2 F 5, SCF 2 -C 2 F 5, 1- (CH 2 F) - 2-fluoroethylthio, 1- (CH 2 Cl) -2-chloroethylthio, 1- (CH 2 Br) -2-bromoethylthio, 4-fluorobutylthio, 4-chlorobutylthio, 4 -Bromobutylthio or SCF 2 -CF 2 -C 2 F 5 , preferably SCHF 2 , SCF 3 , dichlorofluoromethylthio, chlorodifluoromethylthio or 2,2,2-trifluoroethylthio ;
- C1-C4-알콕시-C1-C4-알킬: 상기 언급된 것과 같은 C1-C4-알콕시로 치환된 C1-C4-알킬, 즉, 예를 들어 CH2-OCH3, CH2-OC2H5, n-프로폭시메틸, CH2-OCH(CH3)2, n-부톡시메틸, (1-메틸프로폭시)메틸, (2-메틸프로폭시)메틸, CH2-OC(CH3)3, 2-(메톡시)에틸, 2-(에톡시)에틸, 2-(n-프로폭시)에틸, 2-(1-메틸에톡시)에틸, 2-(n-부톡시)에틸, 2-(1-메틸프로폭시)에틸, 2-(2-메틸프로폭시)에틸, 2-(1,1-디메틸에톡시)에틸, 2-(메톡시)프로필, 2-(에톡시)프로필, 2-(n-프로폭시)프로필, 2-(1-메틸에톡시)프로필, 2-(n-부톡시)프로필, 2-(1-메틸프로폭시)프로필, 2-(2-메틸프로폭시)프로필, 2-(1,1-디메틸에톡시)프로필, 3-(메톡시)프로필, 3-(에톡시)프로필, 3-(n-프로폭시)프로필, 3-(1-메틸에톡시)프로필, 3-(n-부톡시)프로필, 3-(1-메틸프로폭시)프로필, 3-(2-메틸프로폭시)프로필, 3-(1,1-디메틸에톡시)프로필, 2-(메톡시)부틸, 2-(에톡시)부틸, 2-(n-프로폭시)부틸, 2-(1-메틸에톡시)부틸, 2-(n-부톡시)부틸, 2-(1-메틸프로폭시)부틸, 2-(2-메틸프로폭시)부틸, 2-(1,1-디메틸에톡시)부틸, 3-(메톡시)부틸, 3-(에톡시)부틸, 3-(n-프로폭시)부틸, 3-(1-메틸에톡시)부틸, 3-(n-부톡시)부틸, 3-(1-메틸프로폭시)부틸, 3-(2-메틸프로폭시)부틸, 3-(1,1-디메틸에톡시)부틸, 4-(메톡시)부틸, 4-(에톡시)부틸, 4-(n-프로폭시)부틸, 4-(1-메틸에톡시)부틸, 4-(n-부톡시)부틸, 4-(1-메틸프로폭시)부틸, 4-(2-메틸프로폭시)부틸 또는 4-(1,1-디메틸에톡시)부틸, 바람직하게는 CH2-OCH3, CH2-OC2H5, 2-메톡시에틸 또는 2-에톡시에틸;- C 1 -C 4 - alkoxy -C 1 -C 4 - alkyl: C 1 -C 4, such as mentioned above - the C 1 -C 4 alkoxy substituted with a - for alkyl, that is, for example, CH 2 -OCH 3 , CH 2 -OC 2 H 5 , n-propoxymethyl, CH 2 -OCH (CH 3 ) 2 , n-butoxymethyl, (1-methylpropoxy) methyl, (2-methylpropoxy) methyl, CH 2 -OC (CH 3 ) 3 , 2- (methoxy) ethyl, 2- (ethoxy) ethyl, 2- (n-propoxy) ethyl, 2- (1-methylethoxy) ethyl, 2- (n -Butoxy) ethyl, 2- (1-methylpropoxy) ethyl, 2- (2-methylpropoxy) ethyl, 2- (1,1-dimethylethoxy) ethyl, 2- (methoxy) propyl, 2 -(Ethoxy) propyl, 2- (n-propoxy) propyl, 2- (1-methylethoxy) propyl, 2- (n-butoxy) propyl, 2- (1-methylpropoxy) propyl, 2 -(2-methylpropoxy) propyl, 2- (1,1-dimethylethoxy) propyl, 3- (methoxy) propyl, 3- (ethoxy) propyl, 3- (n-propoxy) propyl, 3 -(1-methylethoxy) propyl, 3- (n-butoxy) propyl, 3- (1-methylpropoxy) propyl, 3- (2-methylpropoxy) propyl, 3- (1,1-dimethyl on C) propyl, 2- (methoxy) butyl, 2- (ethoxy) butyl, 2- (n-propoxy) butyl, 2- (1-methylethoxy) butyl, 2- (n-butoxy) butyl , 2- (1-methylpropoxy) butyl, 2- (2-methylpropoxy) butyl, 2- (1,1-dimethylethoxy) butyl, 3- (methoxy) butyl, 3- (ethoxy) Butyl, 3- (n-propoxy) butyl, 3- (1-methylethoxy) butyl, 3- (n-butoxy) butyl, 3- (1-methylpropoxy) butyl, 3- (2-methyl Propoxy) butyl, 3- (1,1-dimethylethoxy) butyl, 4- (methoxy) butyl, 4- (ethoxy) butyl, 4- (n-propoxy) butyl, 4- (1-methyl Ethoxy) butyl, 4- (n-butoxy) butyl, 4- (1-methylpropoxy) butyl, 4- (2-methylpropoxy) butyl or 4- (1,1-dimethylethoxy) butyl, Preferably CH 2 -OCH 3 , CH 2 -OC 2 H 5 , 2-methoxyethyl or 2-ethoxyethyl;
- (C1-C4-알킬)카르보닐: CO-CH3, CO-C2H5, CO-CH2-C2H5, CO-CH(CH3)2, n-부틸카르보닐, CO-CH(CH3)-C2H5, CO-CH2-CH(CH3)2 또는 CO-C(CH3)3, 바람직하게는 CO-CH3 또는 CO-C2H5;-(C 1 -C 4 -alkyl) carbonyl: CO-CH 3 , CO-C 2 H 5 , CO-CH 2 -C 2 H 5 , CO-CH (CH 3 ) 2 , n-butylcarbonyl, CO-CH (CH 3 ) -C 2 H 5 , CO-CH 2 -CH (CH 3 ) 2 or CO-C (CH 3 ) 3 , preferably CO-CH 3 or CO-C 2 H 5 ;
- (C1-C4-알콕시)카르보닐: CO-OCH3, CO-OC2H5, n-프로폭시카르보닐, CO-OCH (CH3)2, n-부톡시카르보닐, CO-OCH(CH3)-C2H5, CO-OCH2-CH(CH3)2 또는 CO-OC(CH3)3, 바람직하게는 CO-OCH3 또는 CO-OC2H5;(C 1 -C 4 -alkoxy) carbonyl: CO-OCH 3 , CO-OC 2 H 5 , n-propoxycarbonyl, CO-OCH (CH 3 ) 2 , n-butoxycarbonyl, CO- OCH (CH 3 ) -C 2 H 5 , CO-OCH 2 -CH (CH 3 ) 2 or CO-OC (CH 3 ) 3 , preferably CO-OCH 3 or CO-OC 2 H 5 ;
- C1-C4-알킬술포닐: S02-CH3, S02-C2H5, S02-CH2-C2H5, S02-CH(CH3)2, n-부틸술포닐, S02-CH(CH3)-C2H5, SO2-CH2-CH(CH3)2 또는 S02-C(CH3)3, 바람직하게는 S02-CH3 또는 SO2-C2H5;-C 1 -C 4 -alkylsulfonyl: S0 2 -CH 3 , S0 2 -C 2 H 5 , S0 2 -CH 2 -C 2 H 5 , S0 2 -CH (CH 3 ) 2 , n-butylsul Ponyl, S0 2 -CH (CH 3 ) -C 2 H 5 , SO 2 -CH 2 -CH (CH 3 ) 2 or S0 2 -C (CH 3 ) 3 , preferably S0 2 -CH 3 or SO 2 -C 2 H 5 ;
- C1-C4-할로알킬술포닐: 플루오르, 염소, 브롬 및(또는) 요오드로 부분적으로 또는 완전히 치환된 상기 언급된 것과 같은 C1-C4-알킬술포닐 라디칼, 즉, 예를 들어 SO2-CH2F, S02-CHF2, SO2-CF3, SO2-CH2Cl, S02-CH(Cl)2, S02-C(Cl)3, 클로로플루오로메틸술포닐, 디클로로플루오로메틸술포닐, 클로로디플루오로메틸술포닐, 2-플루오로에틸술포닐, 2-클로로에틸술포닐, 2-브로모에틸술포닐, 2-요오도에틸술포닐, 2,2-디플루오로에틸술포닐, 2,2,2-트리플루오로에틸술포닐, 2-클로로-2-플루오로에틸술포닐, 2-클로로-2,2-디플루오로에틸술포닐, 2,2-디클로로-2-플루오로에틸술포닐, 2,2,2-트리클로로에틸술포닐, S02-C2F5, 2-플루오로프로필술포닐, 3-플루오로프로필술포닐, 2,2-디플루오로프로필술포닐, 2,3-디플루오로프로필술포닐, 2-클로로프로필술포닐, 3-클로로프로필술포닐, 2,3-디클로로프로필술포닐, 2-브로모프로필술포닐, 3-브로모프로필술포닐, 3,3,3-트리플루오로프로필술포닐, 3,3,3-트리클로로프로필술포닐, SO2-CH2-C2F5, SO2-CF2-C2F5, 1-(플루오로메틸)-2-플루오로에틸술포닐, 1-(클로로메틸)-2-클로로에틸술포닐, 1-(브로모메틸)-2-브로모에틸술포닐, 4-플루오로부틸술포닐, 4-클로로부틸술포닐, 4-브로모부틸술포닐 또는 노나플루오로부틸술포닐, 바람직하게는 S02-CF3, SO2-CH2Cl 또는 2,2,2-트리플루오로에틸술포닐;C 1 -C 4 -haloalkylsulfonyl: C 1 -C 4 -alkylsulfonyl radicals as mentioned above partially or completely substituted with fluorine, chlorine, bromine and / or iodine, ie for example SO 2 -CH 2 F, S0 2 -CHF 2 , SO 2 -CF 3 , SO 2 -CH 2 Cl, S0 2 -CH (Cl) 2 , S0 2 -C (Cl) 3 , chlorofluoromethylsulfonyl , Dichlorofluoromethylsulfonyl, chlorodifluoromethylsulfonyl, 2-fluoroethylsulfonyl, 2-chloroethylsulfonyl, 2-bromoethylsulfonyl, 2-iodoethylsulfonyl, 2,2 Difluoroethylsulfonyl, 2,2,2-trifluoroethylsulfonyl, 2-chloro-2-fluoroethylsulfonyl, 2-chloro-2,2-difluoroethylsulfonyl, 2, 2-dichloro-2-fluoroethylsulfonyl, 2,2,2-trichloroethylsulfonyl, S0 2 -C 2 F 5 , 2-fluoropropylsulfonyl, 3-fluoropropylsulfonyl, 2, 2-difluoropropylsulfonyl, 2,3-difluoropropylsulfonyl, 2-chloropropylsulfonyl, 3-chloro Propylsulfonyl, 2,3-dichloropropylsulfonyl, 2-bromopropylsulfonyl, 3-bromopropylsulfonyl, 3,3,3-trifluoropropylsulfonyl, 3,3,3-trichloro Propylsulfonyl, SO 2 -CH 2 -C 2 F 5 , SO 2 -CF 2 -C 2 F 5 , 1- (fluoromethyl) -2-fluoroethylsulfonyl, 1- (chloromethyl) -2 -Chloroethylsulfonyl, 1- (bromomethyl) -2-bromoethylsulfonyl, 4-fluorobutylsulfonyl, 4-chlorobutylsulfonyl, 4-bromobutylsulfonyl or nonafluorobutylsulphur Phonyl, preferably SO 2 -CF 3 , SO 2 -CH 2 Cl or 2,2,2-trifluoroethylsulfonyl;
- C1-C4-알킬아미노: NH(CH3), NH(C2H5), 프로필아미노, NH[CH(CH3)2], 부틸아미노, 1-메틸프로필아미노, 2-메틸프로필아미노, NH[C(CH3)3];C 1 -C 4 -alkylamino: NH (CH 3 ), NH (C 2 H 5 ), propylamino, NH [CH (CH 3 ) 2 ], butylamino, 1-methylpropylamino, 2-methylpropyl Amino, NH [C (CH 3 ) 3 ];
- 디(C1-C4-알킬)아미노: N(CH3)2, N(C2H5)2, N,N-디프로필아미노, N[CH(CH3)2]2, N,N-디부틸아미노, N,N-디(1-메틸프로필)아미노, N,N-디(2-메틸프로필)아미노, N[C(CH3)3]2, N-에틸-N-메틸아미노, N-메틸-N-프로필아미노, N-메틸-N-(1-메틸에틸)아미노, N-부틸-N-메틸아미노, N-메틸-N-(1-메틸프로필)아미노, N-메틸-N-(2-메틸프로필)아미노, N-(1,1-디메틸에틸)-N-메틸아미노, N-에틸-N-프로필아미노, N-에틸-N-(1-메틸에틸)아미노, N-부틸-N-에틸아미노, N-에틸-N-(1-메틸프로필)아미노, N-에틸-N-(2-메틸프로필)아미노, N-에틸-N-(1,1-디메틸에틸)아미노, N-(1-메틸에틸)-N-프로필아미노, N-부틸-N-프로필아미노, N-(1-메틸프로필)-N-프로필아미노, N-(2-메틸프로필)-N-프로필아미노, N-(1,1-디메틸에틸)-N-프로필아미노, N-부틸-N-(1-메틸에틸)아미노, N-(1-메틸에틸)-N-(1-메틸프로필)아미노, N-(1-메틸에틸)-N-(2-메틸프로필)아미노, N-(1,1-디메틸에틸)-N-(1-메틸에틸)아미노, N-부틸-N-(1-메틸프로필)아미노, N-부틸-N-(2-메틸프로필)아미노, N-부틸-N-(1,1-디메틸에틸)아미노, N-(1-메틸프로필)-N-(2-메틸프로필)아미노, N-(1,1-디메틸에틸)-N-(1-메틸프로필)아미노 또는 N-(1,1-디메틸에틸)-N-(2-메틸프로필)아미노, 바람직하게는 N(CH3)2 또는 N(C2H5);Di (C 1 -C 4 -alkyl) amino: N (CH 3 ) 2 , N (C 2 H 5 ) 2 , N, N-dipropylamino, N [CH (CH 3 ) 2 ] 2 , N, N-dibutylamino, N, N-di (1-methylpropyl) amino, N, N-di (2-methylpropyl) amino, N [C (CH 3 ) 3 ] 2 , N-ethyl-N-methyl Amino, N-methyl-N-propylamino, N-methyl-N- (1-methylethyl) amino, N-butyl-N-methylamino, N-methyl-N- (1-methylpropyl) amino, N- Methyl-N- (2-methylpropyl) amino, N- (1,1-dimethylethyl) -N-methylamino, N-ethyl-N-propylamino, N-ethyl-N- (1-methylethyl) amino , N-butyl-N-ethylamino, N-ethyl-N- (1-methylpropyl) amino, N-ethyl-N- (2-methylpropyl) amino, N-ethyl-N- (1,1-dimethyl Ethyl) amino, N- (1-methylethyl) -N-propylamino, N-butyl-N-propylamino, N- (1-methylpropyl) -N-propylamino, N- (2-methylpropyl)- N-propylamino, N- (1,1-dimethylethyl) -N-propylamino, N-butyl-N- (1-methylethyl) amino, N- (1-methylethyl) -N- (1-methyl Propyl) amino, N- (1- Methylethyl) -N- (2-methylpropyl) amino, N- (1,1-dimethylethyl) -N- (1-methylethyl) amino, N-butyl-N- (1-methylpropyl) amino, N -Butyl-N- (2-methylpropyl) amino, N-butyl-N- (1,1-dimethylethyl) amino, N- (1-methylpropyl) -N- (2-methylpropyl) amino, N- (1,1-dimethylethyl) -N- (1-methylpropyl) amino or N- (1,1-dimethylethyl) -N- (2-methylpropyl) amino, preferably N (CH 3 ) 2 or N (C 2 H 5 );
- C1-C4-알킬아미노카르보닐: 예를 들어 메틸아미노카르보닐, 에틸아미노카르보닐, 1-메틸에틸아미노카르보닐, 프로필아미노카르보닐, 부틸아미노카르보닐, 1-메틸프로필아미노카르보닐, 2-메틸프로필아미노카르보닐, 1,1-디메틸에틸아미노카르보닐;C 1 -C 4 -alkylaminocarbonyl: for example methylaminocarbonyl, ethylaminocarbonyl, 1-methylethylaminocarbonyl, propylaminocarbonyl, butylaminocarbonyl, 1-methylpropylaminocarbonyl , 2-methylpropylaminocarbonyl, 1,1-dimethylethylaminocarbonyl;
- 디(C1-C4-알킬)아미노카르보닐: 예를 들어 N,N-디메틸아미노카르보닐, N,N-디에틸아미노카르보닐, N,N-디(1-메틸에틸)아미노카르보닐, N,N-디프로필아미노카르보닐, N,N-디부틸아미노카르보닐, N,N-디(1-메틸프로필)아미노카르보닐, N,N-디(2-메틸프로필)아미노카르보닐, N,N-디(1,1-디메틸에틸)아미노카르보닐, N-에틸-N-메틸아미노카르보닐, N-메틸-N-프로필아미노카르보닐, N-메틸-N-(1-메틸에틸)아미노카르보닐, N-부틸-N-메틸아미노카르보닐, N-메틸-N-(1-메틸프로필)아미노카르보닐, N-메틸-N-(2-메틸프로필)아미노카르보닐, N-(1,1-디메틸에틸)-N-메틸아미노카르보닐, N-에틸-N-프로필아미노카르보닐, N-에틸-N-(1-메틸에틸)아미노카르보닐, N-부틸-N-에틸아미노카르보닐, N-에틸-N-(1-메틸프로필)아미노카르보닐, N-에틸-N-(2-메틸프로필)아미노카르보닐, N-에틸-N-(1,1-디메틸에틸)아미노카르보닐, N-(1-메틸에틸)-N-프로필아미노카르보닐, N-부틸-N-프로필아미노카르보닐, N-(1-메틸프로필)-N-프로필아미노카르보닐, N-(2-메틸프로필)-N-프로필아미노카르보닐, N-(1,1-디메틸에틸)-N-프로필아미노카르보닐, N-부틸-N-(1-메틸에틸)아미노카르보닐, N-(1-메틸에틸)-N-(1-메틸프로필)아미노카르보닐, N-(1-메틸에틸)-N-(2-메틸프로필)아미노카르보닐, N-(1,1-디메틸에틸)-N-(1-메틸에틸)아미노카르보닐, N-부틸-N-(1-메틸프로필)아미노카르보닐, N-부틸-N-(2-메틸프로필)아미노카르보닐, N-부틸-N-(1,1-디메틸에틸)아미노카르보닐, N-(1-메틸프로필)-N-(2-메틸프로필)아미노카르보닐, N-(1,1-디메틸에틸)-N-(1-메틸프로필)아미노카르보닐 또는 N-(1,1-디메틸에틸)-N-(2-메틸프로필)아미노카르보닐;Di (C 1 -C 4 -alkyl) aminocarbonyl: for example N, N-dimethylaminocarbonyl, N, N-diethylaminocarbonyl, N, N-di (1-methylethyl) aminocarbon Carbonyl, N, N-dipropylaminocarbonyl, N, N-dibutylaminocarbonyl, N, N-di (1-methylpropyl) aminocarbonyl, N, N-di (2-methylpropyl) aminocarbon Bonyl, N, N-di (1,1-dimethylethyl) aminocarbonyl, N-ethyl-N-methylaminocarbonyl, N-methyl-N-propylaminocarbonyl, N-methyl-N- (1- Methylethyl) aminocarbonyl, N-butyl-N-methylaminocarbonyl, N-methyl-N- (1-methylpropyl) aminocarbonyl, N-methyl-N- (2-methylpropyl) aminocarbonyl, N- (1,1-dimethylethyl) -N-methylaminocarbonyl, N-ethyl-N-propylaminocarbonyl, N-ethyl-N- (1-methylethyl) aminocarbonyl, N-butyl-N -Ethylaminocarbonyl, N-ethyl-N- (1-methylpropyl) aminocarbonyl, N-ethyl-N- (2-methylpropyl) aminocarbonyl, N-ethyl-N- (1,1-dimethyl Ethyl) aminocarbonyl, N- (1-methylethyl) -N-propylaminocarbonyl, N-butyl-N-propylaminocarbonyl, N- (1-methylpropyl) -N-propylaminocarbonyl, N -(2-methylpropyl) -N-propylaminocarbonyl, N- (1,1-dimethylethyl) -N-propylaminocarbonyl, N-butyl-N- (1-methylethyl) aminocarbonyl, N -(1-methylethyl) -N- (1-methylpropyl) aminocarbonyl, N- (1-methylethyl) -N- (2-methylpropyl) aminocarbonyl, N- (1,1-dimethylethyl ) -N- (1-methylethyl) aminocarbonyl, N-butyl-N- (1-methylpropyl) aminocarbonyl, N-butyl-N- (2-methylpropyl) aminocarbonyl, N-butyl- N- (1,1-dimethylethyl) aminocarbonyl, N- (1-methylpropyl) -N- (2-methylpropyl) aminocarbonyl, N- (1,1-dimethylethyl) -N- (1 -Methylpropyl) aminocarbonyl or N- (1,1-dimethylethyl) -N- (2-methylpropyl) aminocarbonyl;
- C3-C6-알케닐: 프로프-1-엔-1-일, 알릴, 1-메틸에테닐, 1-부텐-1-일, 1-부텐-2-일, 1-부텐-3-일, 2-부텐-1-일, 1-메틸프로프-1-엔-1-일, 2-메틸프로프-1-엔-1-일, l-메틸프로프-2-엔-1-일, 2-메틸프로프-2-엔-1-일, n-펜텐-1-일, n-펜텐-2-일, n-펜텐-3-일, n-펜텐-4-일, 1-메틸부트-1-엔-1-일, 2-메틸부트-1-엔-1-일, 3-메틸부트-1-엔-1-일, 1-메틸부트-2-엔-1-일, 2-메틸부트-2-엔-1-일, 3-메틸부트-2-엔-1-일, 1-메틸부트-3-엔-1-일, 2-메틸부트-3-엔-1-일, 3-메틸부트-3-엔-1-일, 1,1-디메틸프로프-2-엔-1-일, 1,2-디메틸프로프-1-엔-1-일, 1,2-디메틸프로프-2-엔-1-일, 1-에틸프로프-1-엔-2-일, 1-에틸프로프-2-엔-1-일, n-헥스-1-엔-1-일, n-헥스-2-엔-1-일, n-헥스-3-엔-1-일, n-헥스-4-엔-1-일, n-헥스-5-엔-1-일, 1-메틸펜트-1-엔-1-일, 2-메틸펜트-1-엔-1-일, 3-메틸펜트-1-엔-1-일, 4-메틸펜트-1-엔-1-일, 1-메틸펜트-2-엔-1-일, 2-메틸펜트-2-엔-1-일, 3-메틸펜트-2-엔-1-일, 4-메틸펜트-2-엔-1-일, 1-메틸펜트-3-엔-1-일, 2-메틸펜트-3-엔-1-일, 3-메틸펜트-3-엔-1-일, 4-메틸펜트-3-엔-1-일, 1-메틸펜트-4-엔-1-일, 2-메틸펜트-4-엔-1-일, 3-메틸펜트-4-엔-1-일, 4-메틸펜트-4-엔-1-일, 1,1-디메틸부트-2-엔-1-일, 1,1-디메틸부트-3-엔-1-일, 1,2-디메틸부트-1-엔-1-일, 1,2-디메틸부트-2-엔-1-일, 1,2-디메틸부트-3-엔-1-일, 1,3-디메틸부트-1-엔-1-일, 1,3-디메틸부트-2-엔-1-일, 1,3-디메틸부트-3-엔-1-일, 2,2-디메틸부트-3-엔-1-일, 2,3-디메틸부트-1-엔-1-일, 2,3-디메틸부트-2-엔-1-일, 2,3-디메틸부트-3-엔-1-일, 3,3-디메틸부트-1-엔-1-일, 3,3-디메틸부트-2-엔-1-일, 1-에틸부트-1-엔-1-일, 1-에틸부트-2-엔-1-일, 1-에틸부트-3-엔-1-일, 2-에틸부트-1-엔-1-일, 2-에틸부트-2-엔-1-일, 2-에틸부트-3-엔-1-일, 1,1,2-트리메틸프로프-2-엔-1-일, 1-에틸-1-메틸프로프-2-엔-1-일, 1-에틸-2-메틸프로프-1-엔-1-일 또는 1-에틸-2-메틸프로프-2-엔-1-일;C 3 -C 6 -alkenyl: prop-1-en-1-yl, allyl, 1-methylethenyl, 1-buten-1-yl, 1-buten-2-yl, 1-butene-3 -Yl, 2-buten-1-yl, 1-methylprop-1-en-1-yl, 2-methylprop-1-en-1-yl, l-methylprop-2-ene-1 -Yl, 2-methylprop-2-en-1-yl, n-penten-1-yl, n-penten-2-yl, n-penten-3-yl, n-penten-4-yl, 1 -Methylbut-1-en-1-yl, 2-methylbut-1-en-1-yl, 3-methylbut-1-en-1-yl, 1-methylbut-2-en-1-yl , 2-methylbut-2-en-1-yl, 3-methylbut-2-en-1-yl, 1-methylbut-3-en-1-yl, 2-methylbut-3-ene-1 -Yl, 3-methylbut-3-en-1-yl, 1,1-dimethylprop-2-en-1-yl, 1,2-dimethylprop-1-en-1-yl, 1, 2-dimethylprop-2-en-1-yl, 1-ethylprop-1-en-2-yl, 1-ethylprop-2-en-1-yl, n-hex-1-ene 1-yl, n-hex-2-en-1-yl, n-hex-3-en-1-yl, n-hex-4-en-1-yl, n-hex-5-en-1- 1, 1-methylpent-1-en-1-yl, 2-methylpent-1-en-1-yl, 3-methylpent-1-en-1-yl, 4-methylpent-1-ene 1-yl, 1-methylpent-2-en-1-yl, 2- Tilpent-2-en-1-yl, 3-methylpent-2-en-1-yl, 4-methylpent-2-en-1-yl, 1-methylpent-3-en-1-yl, 2-methylpent-3-en-1-yl, 3-methylpent-3-en-1-yl, 4-methylpent-3-en-1-yl, 1-methylpent-4-ene-1- 1, 2-methylpent-4-en-1-yl, 3-methylpent-4-en-1-yl, 4-methylpent-4-en-1-yl, 1,1-dimethylbut-2- En-1-yl, 1,1-dimethylbut-3-en-1-yl, 1,2-dimethylbut-1-en-1-yl, 1,2-dimethylbut-2-en-1-yl , 1,2-dimethylbut-3-en-1-yl, 1,3-dimethylbut-1-en-1-yl, 1,3-dimethylbut-2-en-1-yl, 1,3- Dimethylbut-3-en-1-yl, 2,2-dimethylbut-3-en-1-yl, 2,3-dimethylbut-1-en-1-yl, 2,3-dimethylbut-2- En-1-yl, 2,3-dimethylbut-3-en-1-yl, 3,3-dimethylbut-1-en-1-yl, 3,3-dimethylbut-2-en-1-yl , 1-ethylbut-1-en-1-yl, 1-ethylbut-2-en-1-yl, 1-ethylbut-3-en-1-yl, 2-ethylbut-1-ene-1 -Yl, 2-ethylbut-2-en-1-yl, 2-ethylbut-3-en-1-yl, 1,1,2-trimethylprop-2-en-1-yl, 1-ethyl -1-methylprop 2-en-1-yl, 1-ethyl-2-methyl-prop-1-en-1-yl or 1-ethyl-2-methyl-prop-2-en-1-yl;
- C3-C6-알키닐: 프로프-1-인-1-일, 프로프-2-인-1-일, n-부트-1-인-1-일, n-부트-1-인-3-일, n-부트-1-인-4-일, n-부트-2-인-1-일, n-펜트-1-인-1-일, n-펜트-1-인-3-일, n-펜트-1-인-4-일, n-펜트-1-인-5-일, n-펜트-2-인-1-일, n-펜트-2-인-4-일, n-펜트-2-인-5-일, 3-메틸부트-1-인-3-일, 3-메틸부트-1-인-4-일, n-헥스-1-인-1-일, n-헥스-1-인-3-일, n-헥스-1-인-4-일, n-헥스-1-인-5-일, n-헥스-1-인-6-일, n-헥스-2-인-1-일, n-헥스-2-인-4-일, n-헥스-2-인-5-일, n-헥스-2-인-6-일, n-헥스-3-인-1-일, n-헥스-3-인-2-일, 3-메틸펜트-1-인-1-일, 3-메틸펜트-1-인-3-일, 3-메틸펜트-1-인-4-일, 3-메틸펜트-1-인-5-일, 4-메틸펜트-1-인-1-일, 4-메틸펜트-2-인-4-일 또는 4-메틸펜트-2-인-5-일, 바람직하게는 프로프-2-인-1-일;C 3 -C 6 -alkynyl: prop-1-yn-1-yl, prop-2-yn-1-yl, n-but-1-yn-1-yl, n-but-1- In-3-yl, n-but-1-yn-4-yl, n-but-2-yn-1-yl, n-pent-1-yn-1-yl, n-pent-1-yn- 3-yl, n-pent-1-yn-4-yl, n-pent-1-yn-5-yl, n-pent-2-yn-1-yl, n-pent-2-yn-4- 1, n-pent-2-yn-5-yl, 3-methylbut-1-yn-3-yl, 3-methylbut-1-yn-4-yl, n-hex-1-yn-1- 1, n-hex-1-yn-3-yl, n-hex-1-yn-4-yl, n-hex-1-yn-5-yl, n-hex-1-yn-6-yl, n-hex-2-yn-1-yl, n-hex-2-yn-4-yl, n-hex-2-yn-5-yl, n-hex-2-yn-6-yl, n- Hex-3-yn-1-yl, n-hex-3-yn-2-yl, 3-methylpent-1-yn-1-yl, 3-methylpent-1-yn-3-yl, 3- Methylpent-1-yn-4-yl, 3-methylpent-1-yn-5-yl, 4-methylpent-1-yn-1-yl, 4-methylpent-2-yn-4-yl or 4-methylpent-2-yn-5-yl, preferably prop-2-yn-1-yl;
- C3-C7-시클로알킬: 시클로프로필, 시클로부틸, 시클로펜틸, 시클로헥실 또는 시클로헵틸.C 3 -C 7 -cycloalkyl: cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl or cycloheptyl.
활성 화합물 아미노피랄리드 및 활성 화합물 C는 제초제 및 완화제로 공지되어 있으며, 예를 들어 문헌 [The Compendium of Pesticide Common Names (http://www.hclrss.demon.co.uk/index.html)]; [Farm Chemicals Handbook 2000 Vol. 86, Meister Publishing Company, 2000]; [B. Hock, C. Fedtke, R. R. Schmidt, Herbizide, Georg Thieme Verlag, Stuttgart 1995]; [W. H. Ahrens, Herbicide Handbook, 7th Edition, Weed Science Society of America, 1994]; 및 [K. K. Hatzios, Herbicide Handbook, Supplement to 7th Edition, Weed Science Society of America, 1998]을 참조한다. Active compounds aminopyralides and active compounds C are known as herbicides and emollients, for example see The Compendium of Pesticide Common Names (http://www.hclrss.demon.co.uk/index.html); Farm Chemicals Handbook 2000 Vol. 86, Meister Publishing Company, 2000; [B. Hock, C. Fedtke, R. R. Schmidt, Herbizide, Georg Thieme Verlag, Stuttgart 1995; [W. H. Ahrens, Herbicide Handbook, 7th Edition, Weed Science Society of America, 1994; And [K. K. Hatzios, Herbicide Handbook, Supplement to 7th Edition, Weed Science Society of America, 1998.
2,2,5-트리메틸-3-(디클로로아세틸)-1,3-옥사졸리딘 (CAS 번호 52836-31-4)은 또한 R-29148라는 명칭으로 공지되어 있다. 4-(디클로로아세틸)-1-옥사-4-아자스피로[4.5]데칸 (CAS 번호 71526-07-03)은 또한 AD-67 및 MON 4660이라는 명칭으로 공지되어 있다. 4-히드록시-3-([2-메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐)비시클로[3.2.1]옥트-3-엔-2-온 (CAS 261634-96-2)는 WO 2000/15615호에서 공지되어 있다. 4-히드록시-3-[[2-[(2-메톡시에톡시)메틸]-6-(트리플루오로메틸)-3-피리디닐]카르보닐]비시클로[3.2.1]옥트-3-엔-2-온 (CAS 352010-68-5)은 WO 2001/94339호에서 공지되어 있다. 4-히드록시-3-[4-메틸술포닐)-2-니트로벤조일]비시클로[3.2.1]옥트-3-엔-2-온 (CAS 137014-61-0)은 WO 2000/00029호에서 공지되어 있다. 8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-9-히드록시-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-7-온 (CAS 243973-19-5) 및 피발산 [8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-7-옥소-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-9-일] 에스테르 (CAS 243973-20-8)는 WO 1999/47525호 및 WO 2000/47585호에서 공지되어 있다. 피발산 [8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-7-옥소-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-9-일] 에스테르는 또한 피녹사덴이라는 명칭으로 공지되어 있다.2,2,5-trimethyl-3- (dichloroacetyl) -1,3-oxazolidine (CAS No. 52836-31-4) is also known by the name R-29148. 4- (dichloroacetyl) -1-oxa-4-azaspiro [4.5] decane (CAS No. 71526-07-03) is also known under the names AD-67 and MON 4660. 4-hydroxy-3-([2-methyl-6- (trifluoromethyl) -3-pyridinyl] carbonyl) bicyclo [3.2.1] oct-3-en-2-one (CAS 261634- 96-2) is known from WO 2000/15615. 4-hydroxy-3-[[2-[(2-methoxyethoxy) methyl] -6- (trifluoromethyl) -3-pyridinyl] carbonyl] bicyclo [3.2.1] oct-3 -En-2-one (CAS 352010-68-5) is known from WO 2001/94339. 4-hydroxy-3- [4-methylsulfonyl) -2-nitrobenzoyl] bicyclo [3.2.1] oct-3-en-2-one (CAS 137014-61-0) is described in WO 2000/00029. Known in 8- (2,6-diethyl-4-methylphenyl) -1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo [1,2-d] [1,4,5] oxa Diazepin-7-one (CAS 243973-19-5) and pivalic acid [8- (2,6-diethyl-4-methylphenyl) -1,2,4,5-tetrahydro-7-oxo-7H- Pyrazolo [1,2-d] [1,4,5] oxadiazepin-9-yl] esters (CAS 243973-20-8) are known from WO 1999/47525 and WO 2000/47585. Pivalic acid [8- (2,6-diethyl-4-methylphenyl) -1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo [1,2-d] [1,4,5 ] Oxadiazepin-9-yl] esters are also known by the name pinoxaden.
[N-5,7-디메톡시[1,2,4]트리아졸로[1,5-a]피리미딘-2-일)-2-메톡시-4-(트리플루오로메틸)-3-피리딘술폰아미드 (CAS 422556-08-9)는 WO 2002/36595호에서 공지되어 있다.[N-5,7-dimethoxy [1,2,4] triazolo [1,5-a] pyrimidin-2-yl) -2-methoxy-4- (trifluoromethyl) -3-pyridine Sulfonamides (CAS 422556-08-9) are known from WO 2002/36595.
페닐우라실 I, 제초제 B 및(또는) 완화제 C가 기하 이성질체, 예를 들어 E/Z 이성질체를 형성할 수 있을 경우, 본 발명에 따른 조성물에서 순수한 이성질체 및 그의 혼합물 모두를 사용하는 것이 가능하다. 페닐우라실 I, 제초제 B 및(또는) 완화제 C가 1종 이상의 키랄 중심을 가지고, 결과적으로 거울상이성질체 또는 부분입체 이성질체로서 존재할 경우, 본 발명에 따른 조성물에서 순수한 거울상이성질체 및 부분입체 이성질체 그리고 그의 혼합물 모두를 사용하는 것이 가능하다.If phenyluracil I, herbicide B and / or emollient C can form geometric isomers, for example E / Z isomers, it is possible to use both pure isomers and mixtures thereof in the compositions according to the invention. If phenyluracil I, herbicide B and / or emollient C have one or more chiral centers and consequently exist as enantiomers or diastereomers, all of the pure enantiomers and diastereomers and mixtures thereof in the compositions according to the invention It is possible to use
페닐우라실 I, 제초제 B 및(또는) 완화제 C가 이온화될 수 있는 작용기를 가질 경우, 이들은 또한 농업적으로 허용되는 염의 형태로 사용될 수 있다. 일반적으로, 활성 화합물의 활성에 역효과를 갖지 않는 ("농업적으로 허용되는") 양이온의 염이 적합하다.If phenyluracil I, herbicide B and / or emollient C have functional groups that can be ionized, they can also be used in the form of agriculturally acceptable salts. In general, salts of cations that do not adversely affect the activity of the active compound (“agriculturally acceptable”) are suitable.
바람직한 양이온은 알칼리 금속, 바람직하게는 리튬, 나트륨 및 칼륨, 알칼리 토금속, 바람직하게는 칼슘 및 마그네슘, 및 전이 금속, 바람직하게는 망간, 구리, 아연 및 철, 그리고 암모늄, 및 1 내지 4개의 수소 원자가 C1-C4-알킬, 히드록시-C1-C4-알킬, C1-C4-알콕시-C1-C4-알킬, 히드록시-C1-C4-알콕시-C1-C4-알킬, 페닐 또는 벤질로 대체된 치환된 암모늄, 바람직하게는 암모늄, 메틸암모늄, 이소프로필암모늄, 디메틸암모늄, 디이소프로필암모늄, 트리메틸암모늄, 테트라메틸암모늄, 테트라에틸암모늄, 테트라부틸암모늄, 2-히드록시에틸암모늄, 2-(2-히드록시에톡시)에트-1-일암모늄, 디(2-히드록시에트-1-일)암모늄, 벤질트리메틸암모늄, 벤질트리에틸암모늄, 그리고, 포스포늄 이온, 술포늄 이온, 바람직하게는 트리메틸술포늄과 같은 트리(C1-C4-알킬)술포늄, 및 술폭소늄 이온, 바람직하게는 트리(C1-C4-알킬)술폭소늄의 이온이다.Preferred cations are alkali metals, preferably lithium, sodium and potassium, alkaline earth metals, preferably calcium and magnesium, and transition metals, preferably manganese, copper, zinc and iron, and ammonium, and 1 to 4 hydrogen atoms C 1 -C 4 -alkyl, hydroxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, hydroxy-C 1 -C 4 -alkoxy-C 1 -C Substituted ammonium substituted by 4 -alkyl, phenyl or benzyl, preferably ammonium, methylammonium, isopropylammonium, dimethylammonium, diisopropylammonium, trimethylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, 2 -Hydroxyethylammonium, 2- (2-hydroxyethoxy) eth-1-ylammonium, di (2-hydroxyeth-1-yl) ammonium, benzyltrimethylammonium, benzyltriethylammonium, and phosphonium Ions, sulfonium ions, preferably tri (C 1 -C 4) such as trimethylsulfonium -Alkyl) sulfonium, and sulfoxonium ions, preferably ions of tri (C 1 -C 4 -alkyl) sulfonium.
본 발명에 따른 조성물에서, 예를 들어 화학식 I의 활성 화합물 및 아미노피랄리드, In the compositions according to the invention, for example, active compounds of formula (I) and aminopyralides,
4-히드록시-3-{[2-메틸-6-(트리플루오로메틸-3-피리디닐]카르보닐}비시클로[3.2.1]옥트-3-엔-2-온, 4-히드록시-3-{[2-(2-메톡시에톡시)메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐}비시클로[3.2.1]옥트-3-엔-2-온, 4-히드록시-3-[4-(메틸술포닐)-2-니트로벤조일]비시클로[3.2.1]옥트-3-엔-2-온, 8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-9-히드록시-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-7-온, [N-(5,7-디메톡시[1,2,4]트리아졸로[1,5-a])피리미딘-2-일)-2-메톡시-4-(트리플루오로메틸)-3-피리딘술폰아미드, 클로퀸토세트, 펜클로라졸, 이속사디펜 및 메펜피르, 필요할 경우 상기 언급된 농업적으로 유용한 양이온의 염을 사용하는 것이 가능하다.4-hydroxy-3-{[2-methyl-6- (trifluoromethyl-3-pyridinyl] carbonyl} bicyclo [3.2.1] oct-3-en-2-one, 4-hydroxy -3-{[2- (2-methoxyethoxy) methyl-6- (trifluoromethyl) -3-pyridinyl] carbonyl} bicyclo [3.2.1] oct-3-en-2-one , 4-hydroxy-3- [4- (methylsulfonyl) -2-nitrobenzoyl] bicyclo [3.2.1] oct-3-en-2-one, 8- (2,6-diethyl-4 -Methylphenyl) -1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo [1,2-d] [1,4,5] oxadiazepin-7-one, [N- ( 5,7-dimethoxy [1,2,4] triazolo [1,5-a]) pyrimidin-2-yl) -2-methoxy-4- (trifluoromethyl) -3-pyridinesulfonamide It is possible to use salts of cloquintocet, fenchlorazole, isoxadifen and mefenpyr, if necessary, the agriculturally useful cations mentioned above.
본 발명에 따른 조성물에서, 카르복실기를 갖는 활성 화합물 B 및(또는) C는 또한 상기 언급한 활성 화합물 대신에 농업적으로 허용되는 유도체의 형태로, 예를 들어 모노- 또는 디-C1-C6-알킬아미드 또는 아릴아미드와 같은 아미드로서, 알릴 에스테르, 프로파길 에스테르, C1-C10-알킬 에스테르 또는 알콕시알킬 에스테르와 같은 에스테르로서, 및 C1-C10-알킬 티오에스테르와 같은 티오에스테르로서 사용할 수 있다. 유도체로서 사용될 수도 있는 COOH 기를 갖는 활성 화합물의 예로는 아미노피랄리드, 클로퀸토세트, 펜클로라졸, 이속사디펜 및 메펜피르가 있다.In the compositions according to the invention, the active compounds B and / or C having a carboxyl group are also in the form of agriculturally acceptable derivatives instead of the abovementioned active compounds, for example mono- or di-C 1 -C 6 Amides such as -alkylamides or arylamides, esters such as allyl esters, propargyl esters, C 1 -C 10 -alkyl esters or alkoxyalkyl esters, and as thioesters such as C 1 -C 10 -alkyl thioesters Can be used. Examples of active compounds having COOH groups that may be used as derivatives are aminopyralides, cloquintocet, fenchlorazole, isoxadifen and mefenpyr.
바람직한 모노- 및 디-C1-C6-알킬아미드는 메틸- 및 디메틸아미드이다.Preferred mono- and di-C 1 -C 6 -alkylamides are methyl- and dimethylamide.
바람직한 아릴아미드는 예를 들어 아닐리딘 및 2-클로로아닐리드이다. Preferred arylamides are for example anilidine and 2-chloroanilide.
바람직한 알킬 에스테르는 예를 들어 메틸, 에틸, 프로필, 이소프로필, 부틸, 이소부틸, 펜틸, 멕실 (1-메틸헥실) 또는 이소옥틸 (2-에틸헥실) 에스테르이다. Preferred alkyl esters are, for example, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, mexyl (1-methylhexyl) or isooctyl (2-ethylhexyl) esters.
바람직한 C1-C4-알콕시-C1-C4-알킬 에스테르는 직쇄 또는 분지쇄 C1-C4-알콕시에틸 에스테르, 예를 들어 메톡시에틸, 에톡시에틸 또는 부톡시에틸 에스테르이다. 직쇄 또는 분지쇄 C1-C10-알킬 티오에스테르의 예로는 에틸 티오에스테르가 있다.Preferred C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl esters are straight or branched C 1 -C 4 -alkoxyethyl esters, for example methoxyethyl, ethoxyethyl or butoxyethyl esters. Examples of straight or branched C 1 -C 10 -alkyl thioesters are ethyl thioesters.
화학식 I의 3-페닐우라실 중에서, 가변기 R1 내지 R7이 하기 의미를 갖는 것이 바람직하다:Among the 3-phenyluracil of formula I, it is preferred that the variable groups R 1 to R 7 have the following meanings:
R1은 메틸 또는 NH2이고;R 1 is methyl or NH 2 ;
R2는 트리플루오로메틸이고;R 2 is trifluoromethyl;
R3은 수소, 플루오르 또는 염소, 특히 플루오르이고;R 3 is hydrogen, fluorine or chlorine, in particular fluorine;
R4는 할로겐 또는 시아노, 특히 염소 또는 시아노이고;R 4 is halogen or cyano, in particular chlorine or cyano;
R5는 수소이고;R 5 is hydrogen;
R6 및 R7은 서로 독립적으로 수소, C1-C6-알킬, C3-C6-알케닐, C3-C6-알키닐, C3-C7-시클로알킬, C3-C7-시클로알케닐, 페닐 또는 벤질이거나, 또는R 6 and R 7 independently of one another are hydrogen, C 1 -C 6 -alkyl, C 3 -C 6 -alkenyl, C 3 -C 6 -alkynyl, C 3 -C 7 -cycloalkyl, C 3 -C 7 -cycloalkenyl, phenyl or benzyl, or
R6 및 R7은 그들이 부착된 질소 원자와 함께 피롤리딘, 피페리딘, 모프폴린, N-메틸피페라진 또는 퍼히드로아제핀 고리를 형성한다.R 6 and R 7 together with the nitrogen atom to which they are attached form a pyrrolidine, piperidine, morpholine, N-methylpiperazine or perhydroazepine ring.
R6 및 R7은 특히 동일하거나 상이한 C1-C6-알킬 라디칼이다.R 6 and R 7 are in particular the same or different C 1 -C 6 -alkyl radicals.
본 발명의 특히 바람직한 실시양태에서, 조성물은 화학식 I에서의 가변기 R1 내지 R7이 하기 의미를 갖는 하나 이상의 3-페닐우라실 (이하에서 또한 페닐우라실 Ia라고 칭함)을 포함한다:In a particularly preferred embodiment of the invention, the composition comprises at least one 3-phenyluracil (hereinafter also referred to as phenyluracil Ia) in which the variable groups R 1 to R 7 in formula (I) have the following meanings:
R1은 메틸이고;R 1 is methyl;
R2는 트리플루오로메틸이고;R 2 is trifluoromethyl;
R3은 플루오르이고;R 3 is fluorine;
R4는 염소이고;R 4 is chlorine;
R5는 수소이고;R 5 is hydrogen;
R6 및 R7은 서로 독립적으로 C1-C6-알킬이다.R 6 and R 7 are independently of each other C 1 -C 6 -alkyl.
본 발명의 또다른 특히 바람직한 실시양태에서, 조성물은 화학식 I에서의 가변기 R1 내지 R7이 하기 의미를 갖는 하나 이상의 3-페닐우라실 (이하에서 또한 페닐우라실 Ib라고 칭함)을 포함한다:In another particularly preferred embodiment of the invention, the composition comprises at least one 3-phenyluracil (hereinafter also referred to as phenyluracil Ib) in which the variable groups R 1 to R 7 in formula (I) have the following meanings:
R1은 NH2이고;R 1 is NH 2 ;
R2는 트리플루오로메틸이고;R 2 is trifluoromethyl;
R3은 플루오르이고;R 3 is fluorine;
R4는 염소이고;R 4 is chlorine;
R5는 수소이고;R 5 is hydrogen;
R6 및 R7은 서로 독립적으로 C1-C6-알킬이다.R 6 and R 7 are independently of each other C 1 -C 6 -alkyl.
특히 바람직한 제초제 Ia 또는 Ib의 예는 R1, R6 및 R7이 함께 표 1의 하나의 열에 주어진 의미를 갖는 하기 열거된 화학식 I'의 화합물 (화합물 I.1 내지 I.74)이다.Examples of particularly preferred herbicides Ia or Ib are compounds of formula (I ') listed below, in which R 1 , R 6 and R 7 together have the meaning given in one column of Table 1 (compounds I.1 to I.74).
본 발명에 따라 화학식 I의 3-페닐우라실과 조합되어 사용될 수 있는 바람직한 제초제 B는 아미노피랄리드 및 그의 농업적으로 허용되는 유도체, 4-히드록시-3-{[2-메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐}비시클로[3.2.1]옥트-3-엔-2-온, 4-히드록시-3-{[2-(2-메톡시에톡시)메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐}비시클로[3.2.1]옥트-3-엔-2-온, 4-히드록시-3-[4-(메틸술포닐)-2-니트로벤조일]비시클로[3.2.1]옥트-3-엔-2-온, 8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라-히드로-9-히드록시-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-7-온 및 피발산 [8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-7-옥소-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-9-일] 에스테르 (피녹사덴), 및 이들 각각의 농업적으로 허용되는 염으로 이루어진 군으로부터 선택된다.Preferred herbicides B which can be used in combination with 3-phenyluracil of formula I according to the invention are aminopyralides and their agriculturally acceptable derivatives, 4-hydroxy-3-{[2-methyl-6- (tri Fluoromethyl) -3-pyridinyl] carbonyl} bicyclo [3.2.1] oct-3-en-2-one, 4-hydroxy-3-{[2- (2-methoxyethoxy) methyl -6- (trifluoromethyl) -3-pyridinyl] carbonyl} bicyclo [3.2.1] oct-3-en-2-one, 4-hydroxy-3- [4- (methylsulfonyl) 2-nitrobenzoyl] bicyclo [3.2.1] oct-3-en-2-one, 8- (2,6-diethyl-4-methylphenyl) -1,2,4,5-tetra-hydro- 9-hydroxy-7H-pyrazolo [1,2-d] [1,4,5] oxadiazepin-7-one and pivalic acid [8- (2,6-diethyl-4-methylphenyl) -1 , 2,4,5-tetrahydro-7-oxo-7H-pyrazolo [1,2-d] [1,4,5] oxadiazepin-9-yl] ester (pinoxaden), and each of these It is selected from the group consisting of agriculturally acceptable salts.
또한, 본 발명에 따라 화학식 I의 3-페닐우라실과 조합되어 사용될 수 있는 바람직한 제초제 B는 아미노피랄리드 및 그의 농업적으로 허용되는 유도체, 4-히드록시-3-{[2-(2-메톡시에톡시)메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐}비시클로[3.2.1]옥트-3-엔-2-온, 피발산 [8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-7-옥소-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-9-일] 에스테르 (피녹사덴) 및 [N-(5,7-디메톡시[1,2,4]트리아졸로[1,5-a]피리미딘-2-일)-2-메톡시-4-(트리플루오로메틸)-3-피리딘술폰아미드, 및 이들 각각의 농업적으로 허용되는 염으로 이루어진 군으로부터 선택된다.Furthermore, preferred herbicides B which can be used in combination with 3-phenyluracil of formula I according to the invention are aminopyralides and their agriculturally acceptable derivatives, 4-hydroxy-3-{[2- (2-meth Methoxyethoxy) methyl-6- (trifluoromethyl) -3-pyridinyl] carbonyl} bicyclo [3.2.1] oct-3-en-2-one, pivalic acid [8- (2,6- Diethyl-4-methylphenyl) -1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo [1,2-d] [1,4,5] oxadiazepin-9-yl] ester (Pinoxaden) and [N- (5,7-dimethoxy [1,2,4] triazolo [1,5-a] pyrimidin-2-yl) -2-methoxy-4- (trifluoro Methyl) -3-pyridinesulfonamide, and their respective agriculturally acceptable salts.
특히 바람직하게는, 본 발명에 따른 조성물은 활성 화합물 C로서 1종 이상의 하기 열거된 화합물을 포함한다: 베녹사코르, 클로퀸토세트, 디클로르미드, 펜클로라졸, 펜클로림, 플룩소페님, 푸릴라졸, 이속사디펜, 메펜피르, 2,2,5-트리메틸-3-(디클로르아세틸)-1,3-옥사졸리딘, 4-(디클로로아세틸)-1-옥사-4-아자스피로[4.5]데칸 및 옥사베트리닐 및(또는) 그의 농업적으로 허용되는 염, 및(또는) COOH 기를 갖는 화합물의 경우 농업적으로 허용되는 유도체.Particularly preferably, the composition according to the invention comprises as active compound C one or more of the compounds listed below: benoxacor, cloquintocet, dichlormide, fenchlorazole, fenchlorim, fluxofimem , Furylazole, isoxadifen, mefenpyr, 2,2,5-trimethyl-3- (dichloracetyl) -1,3-oxazolidine, 4- (dichloroacetyl) -1-oxa-4-aza Spiro [4.5] decane and oxavetrinyl and / or agriculturally acceptable salts thereof, and / or agriculturally acceptable derivatives for compounds with COOH groups.
1종 이상의 화학식 I의 3-페닐우라실 및 1종 이상의 제초제 B, 및 적합할 경우 1종 이상의 완화제 C를 포함하는 이성분 및 삼성분 조성물이 특히 바람직하다.Particular preference is given to bicomponent and ternary compositions comprising at least one 3-phenyluracil of formula I and at least one herbicide B, and, if appropriate, at least one emollient C.
본 명세서 및 이하에서, 용어 "이성분 조성물"은 1종 이상의, 예를 들어 2종 또는 3종의 활성 화합물 I, 및 1종 이상의, 예를 들어 2종 또는 3종의 제초제 B를 포함하는 조성물을 포함한다. 상응하게, 용어 "삼성분 조성물"은 1종 이상의, 예를 들어 2종 또는 3종의 활성 화합물 I, 및 1종 이상의, 예를 들어 2종 또는 3종의 제초제 B, 및 1종 이상의, 예를 들어 2종 또는 3종의 완화제 C를 포함하는 조성물을 포함한다.As used herein and below, the term “bicomponent composition” includes a composition comprising one or more, for example two or three, active compounds I, and one or more, for example two or three, herbicides B. It includes. Correspondingly, the term “three component composition” refers to one or more, for example two or three, active compounds I, and one or more, for example two or three, herbicides B, and one or more, such as For example, compositions comprising two or three emollients C.
이성분 조성물에서, 활성 화합물 I:B의 중량비는 통상적으로 1:500 내지 10:1의 범위, 바람직하게는 1:100 내지 10:1의 범위, 특히 1:50 내지 10:1의 범위, 특히 바람직하게는 1:25 내지 5:1의 범위이다.In two-component compositions, the weight ratio of active compound I: B is usually in the range from 1: 500 to 10: 1, preferably in the range from 1: 100 to 10: 1, in particular in the range from 1:50 to 10: 1, in particular Preferably in the range from 1:25 to 5: 1.
3-페닐우라실 I, 1종 이상의 제초제 B 및 1종 이상의 완화제 C를 포함하는 삼성분 조성물에서, 성분 I:B:C의 상대적 중량비는 통상적으로 10:1:1 내지 1:500:10, 바람직하게는 10:1:1 내지 1:100:10, 특히 10:1:1 내지 1:50:1, 그리고 특히 바람직하게는 5:1:1 내지 1:25:5의 범위이다. 상기 삼성분 조성물에서, 제초제 B : 완화제 C의 중량비는 바람직하게는 50:1 내지 1:10이다.In ternary compositions comprising 3-phenyluracil I, at least one herbicide B and at least one emollient C, the relative weight ratios of components I: B: C are typically from 10: 1: 1 to 1: 500: 10, preferably Preferably from 10: 1: 1 to 1: 100: 10, especially from 10: 1: 1 to 1: 50: 1, and particularly preferably from 5: 1: 1 to 1: 25: 5. In the ternary composition, the weight ratio of herbicide B: emollient C is preferably 50: 1 to 1:10.
본 발명의 특히 바람직한 실시양태로, 화학식 I의, 특히 화학식 Ia 또는 Ib의 3-페닐우라실; 및In a particularly preferred embodiment of the invention, 3-phenyluracil of the formula (I), in particular of the formula (Ia) or (Ib); And
아미노피랄리드 및 그의 농업적으로 허용되는 유도체, 4-히드록시-3-{[2-메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐}비시클로[3.2.1]옥트-3-엔-2-온, 4-히드록시-3-{[2-(2-메톡시에톡시)메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐}비시클로[3.2.1]옥트-3-엔-2-온, 4-히드록시-3-[4-(메틸술포닐)-2-니트로벤조일]비시클로[3.2.1]-옥트-3-엔-2-온, 8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-9-히드록시-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-7-온 및 피발산 [8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-7-옥소-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-9-일] 에스테르 (피녹사덴), 및 이들 각각의 농업적으로 허용되는 염으로 이루어진 군, Aminopyralides and agriculturally acceptable derivatives thereof, 4-hydroxy-3-{[2-methyl-6- (trifluoromethyl) -3-pyridinyl] carbonyl} bicyclo [3.2.1] oct -3-en-2-one, 4-hydroxy-3-{[2- (2-methoxyethoxy) methyl-6- (trifluoromethyl) -3-pyridinyl] carbonyl} bicyclo [ 3.2.1] oct-3-en-2-one, 4-hydroxy-3- [4- (methylsulfonyl) -2-nitrobenzoyl] bicyclo [3.2.1] -oct-3-ene-2 -One, 8- (2,6-diethyl-4-methylphenyl) -1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo [1,2-d] [1,4, 5] oxadiazepin-7-one and pivalic acid [8- (2,6-diethyl-4-methylphenyl) -1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo [1, 2-d] [1,4,5] oxadiazepin-9-yl] esters (pinoxaden), and their respective agriculturally acceptable salts,
특히 아미노피랄리드, 4-히드록시-3-{[2-메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐}비시클로[3.2.1]옥트-3-엔-2-온, 4-히드록시-3-{[2-(2-메톡시에톡시)메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐}비시클로[3.2.1]옥트-3-엔-2-온, 4-히드록시-3-[4-(메틸술포닐)-2-니트로벤조일]비시클로[3.2.1]-옥트-3-엔-2-온, 8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-9-히드록시-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-7-온 및 피발산 [8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-7-옥소-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-9-일] 에스테르 (피녹사덴)으로 이루어진 군으로부터 선택된 1종 이상의, 특히 정확히 1종의 제초제 B; 및 Especially aminopyralides, 4-hydroxy-3-{[2-methyl-6- (trifluoromethyl) -3-pyridinyl] carbonyl} bicyclo [3.2.1] oct-3-ene-2- On, 4-hydroxy-3-{[2- (2-methoxyethoxy) methyl-6- (trifluoromethyl) -3-pyridinyl] carbonyl} bicyclo [3.2.1] oct-3 -En-2-one, 4-hydroxy-3- [4- (methylsulfonyl) -2-nitrobenzoyl] bicyclo [3.2.1] -oct-3-en-2-one, 8- (2 , 6-diethyl-4-methylphenyl) -1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo [1,2-d] [1,4,5] oxadiazepine-7 -One and pivalic acid [8- (2,6-diethyl-4-methylphenyl) -1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo [1,2-d] [1, 4,5] oxadiazepin-9-yl] ester (pinoxaden) at least one, in particular exactly one herbicide B; And
필요할 경우, 특히 펜클로라졸, 클로퀸토세트, 이속사디펜 및 메펜피르로 이루어진 군으로부터 선택된 완화제 C를 포함하는 조성물이 바람직하다. If desired, a composition comprising emollient C, in particular selected from the group consisting of fenchlorazole, cloquintocet, isoxadifen and mefenpyr, is preferred.
본 발명의 특히 바람직한 또다른 실시양태로, 화학식 I의, 특히 화학식 Ia 또는 Ib의 3-페닐우라실 및 아미노피랄리드, 및 필요할 경우, 특히 펜클로라졸, 클로퀸토세트, 이속사디펜 및 메펜피르로 이루어진 군으로부터 선택된 완화제 C를 포함하는 조성물이 바람직하다. In another particularly preferred embodiment of the present invention, 3-phenyluracil and aminopyralides of the formula (I), in particular of formula (Ia) or (Ib), and, if necessary, in particular fenchlorazole, cloquintocet, isoxadifen and mefenpyrrole Preference is given to a composition comprising an emollient C selected from the group consisting of.
본 발명의 특히 바람직한 또다른 실시양태로, 화학식 I의, 특히 화학식 Ia 또는 Ib의 3-페닐우라실; 및In another particularly preferred embodiment of the invention, 3-phenyluracil of the formula (I), in particular of formula (Ia) or (Ib); And
4-히드록시-3-{[2-메틸-6-(트리플루오로메틸)-3-피리디닐)카르보닐}비시클로[3.2.1]옥트-3-엔-2-온, 4-히드록시-3-{[2-2-메톡시에톡시)메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐}비시클로[3.2.1]옥트-3-엔-2-온, 4-히드록시-3-[4-(메틸술포닐)-2-니트로벤조일]비시클로[3.2.1]옥트-3-엔-2-온으로 이루어진 군으로부터 선택된 1종 이상의, 특히 정확히 1종의 제초제 B, 특히 4-히드록시-3-{[2-(2-메톡시에톡시)메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐}비시클로[3.2.1]옥트-3-엔-2-온; 및4-hydroxy-3-{[2-methyl-6- (trifluoromethyl) -3-pyridinyl) carbonyl} bicyclo [3.2.1] oct-3-en-2-one, 4-hydrate Oxy-3-{[2-2-methoxyethoxy) methyl-6- (trifluoromethyl) -3-pyridinyl] carbonyl} bicyclo [3.2.1] oct-3-en-2-one At least one selected from the group consisting of 4-hydroxy-3- [4- (methylsulfonyl) -2-nitrobenzoyl] bicyclo [3.2.1] oct-3-en-2-one, in particular exactly 1 Herbicide B of species, in particular 4-hydroxy-3-{[2- (2-methoxyethoxy) methyl-6- (trifluoromethyl) -3-pyridinyl] carbonyl} bicyclo [3.2.1 Oct-3-en-2-one; And
필요할 경우, 특히 펜클로라졸, 클로퀸토세트, 이속사디펜 및 메펜피르로 이루어진 군으로부터 선택된 완화제 C를 포함하는 조성물이 바람직하다. If desired, a composition comprising emollient C, in particular selected from the group consisting of fenchlorazole, cloquintocet, isoxadifen and mefenpyr, is preferred.
본 발명의 특히 바람직한 또다른 실시양태로, 화학식 I의, 특히 화학식 Ia 또는 Ib의 3-페닐우라실; 및In another particularly preferred embodiment of the invention, 3-phenyluracil of the formula (I), in particular of formula (Ia) or (Ib); And
8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-9-히드록시-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-7-온, 피발산 [8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-7-옥소-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-9-일] 에스테르 (피녹사덴)으로 이루어진 군으로부터 선택된 1종 이상의, 특히 정확히 1종의 제초제 B, 특히 피발산 [8-(2,6-디에틸-4-메틸페닐)-1,2,4,5-테트라히드로-7-옥소-7H-피라졸로[1,2-d][1,4,5]옥사디아제핀-9-일] 에스테르 (피녹사덴); 및8- (2,6-diethyl-4-methylphenyl) -1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo [1,2-d] [1,4,5] oxa Diazepine-7-one, pivalic acid [8- (2,6-diethyl-4-methylphenyl) -1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo [1,2-d ] [1,4,5] oxadiazepin-9-yl] ester (pinoxaden) at least one, in particular exactly one herbicide B, in particular pivalic acid [8- (2,6-di Ethyl-4-methylphenyl) -1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo [1,2-d] [1,4,5] oxadiazepin-9-yl] ester ( Pinoxaden); And
필요할 경우, 특히 펜클로라졸, 클로퀸토세트, 이속사디펜 및 메펜피르로 이루어진 군으로부터 선택된 완화제 C를 포함하는 조성물이 바람직하다.If desired, a composition comprising emollient C, in particular selected from the group consisting of fenchlorazole, cloquintocet, isoxadifen and mefenpyr, is preferred.
본 발명의 특히 바람직한 또다른 실시양태로, 화학식 I의, 특히 화학식 Ia 또는 Ib의 3-페닐우라실 및 [N-(5,7-디메톡시[1,2,4]트리아졸로[1,5-a]피리미딘-2-일)-2-메톡시-4-(트리플루오로메틸)-3-피리딘술폰아미드, 및 필요할 경우, 특히 펜클로라졸, 클로퀸토세트, 이속사디펜 및 메펜피르로 이루어진 군으로부터 선택된 완화제 C를 포함하는 조성물이 바람직하다.In another particularly preferred embodiment of the invention, 3-phenyluracil of the formula (I), in particular of formula (Ia) or (Ib) and [N- (5,7-dimethoxy [1,2,4] triazolo [1,5- a] pyrimidin-2-yl) -2-methoxy-4- (trifluoromethyl) -3-pyridinesulfonamide, and if necessary, in particular fenchlorazole, cloquintocet, isoxadifen and mefenpyrrole Preference is given to a composition comprising an emollient C selected from the group consisting of.
상기 기재된 바람직한 또는 특히 바람직한 조성물에서, 제초제 B 및 완화제 C는 그의 농업적으로 허용되는 염의 형태로 또는 상기 기재된 것과 같은 그의 농업적으로 허용되는 유도체의 형태로 사용될 수 있다. 조성물에서 개별 성분의 중량비는 상기 언급된 한계 내이다. 특히 바람직한 조성물 중에서, 특히 바람직한 것은 가변기 R1 내지 R7이 바람직한 의미, 특별히, 특히 바람직한 의미를 갖는 본 발명의 조성물이다. 특히 바람직한 것은 상기 정의된 것과 같은 화학식 Ia 또는 Ib의 3-페닐우라실이다.In the preferred or particularly preferred compositions described above, the herbicides B and emollients C can be used in the form of their agriculturally acceptable salts or in the form of their agriculturally acceptable derivatives as described above. The weight ratio of the individual components in the composition is within the above mentioned limits. Among the particularly preferred compositions, particular preference is given to compositions of the invention in which the variable groups R 1 to R 7 have a preferred meaning, in particular, a particularly preferred meaning. Especially preferred are 3-phenyluracils of formula la or lb as defined above.
바람직한 것은 예를 들어 활성 화합물 I로서 페닐우라실 I.1, 및 추가의 활성 화합물로서 표 2의 하나의 열에 열거된 물질을 포함하는 조성물 (조성물 1.1 내지 1.43)이다. 조성물 1.1 내지 1.43에서 개별 성분의 중량비는 언급된 범위 내이고, 페닐우라실 I.1 및 제초제 B의 이성분 혼합물의 경우 예를 들어 1:1, 페닐우라실 I.1 및 완화제 C의 이성분 혼합물의 경우 예를 들어 1:1, 그리고 페닐우라실 I.1, 제초제 B 및 완화제 C의 삼성분 혼합물의 경우 예를 들어 1:1:1, 2:1:1, 1:2:1, 1:5:1 또는 1:5:2이다.Preference is given to compositions (compositions 1.1 to 1.43) which comprise, for example, phenyluracil I.1 as active compound I and substances listed in one column of Table 2 as further active compounds. The weight ratios of the individual components in the compositions 1.1 to 1.43 are within the stated ranges, for example for the binary mixture of phenyluracil I.1 and herbicide B, for example 1: 1, of the binary mixture of phenyluracil I.1 and emollient C. For example 1: 1, and for ternary mixtures of phenyluracil I.1, herbicide B and emollient C, for example 1: 1: 1, 2: 1: 1, 1: 2: 1, 1: 5 : 1 or 1: 5: 2.
표 2에 언급된 활성 화합물이 이온화될 수 있는 작용기를 가질 경우, 이들은 물론 또한 그의 농업적으로 허용되는 염의 형태로 존재할 수 있다. 산성 활성 화합물, 즉 탈양성자화될 수 있는 활성 화합물의 경우, 이들은 특히 리튬, 나트륨, 칼륨, 칼슘, 마그네슘, 암모늄, 메틸암모늄, 이소프로필암모늄, 디메틸암모늄, 디이소프로필암모늄, 트리메틸암모늄, 테트라메틸암모늄, 테트라에틸암모늄, 테트라부틸암모늄, 2-히드록시에틸암모늄, 2-(2-히드록시에톡시)에트-1-일암모늄, 디- (2-히드록시에트-1-일)암모늄, 벤질트리메틸암모늄, 벤질트리에틸암모늄 또는 트리메틸술포늄 염이다. 염기성 활성 화합물, 즉 양성자화될 수 있는 활성 화합물의 경우, 이들은 특히 상기 언급된 활성 화합물의 염화물, 브롬화물, 황산염, 수소 황산염, 메틸 황산염, 이수소 인산염 또는 수소 인산염이다. 표 2에 언급된 활성 화합물이 카르복실기를 가질 경우, 이들은 물론 또한 농업적으로 허용되는 염, 특히 그의 메틸- 및 디메틸아미드의 형태로, 그의 아닐리드 또는 2-클로로아닐리드의 형태로, 그리고 또한 그의 메틸, 에틸, 프로필, 이소프로필, 부틸, 이소부틸, 펜틸, 헥실, 이소옥틸, 메톡시에틸, 에톡시에틸, 부톡시에틸 또는 티오에틸 에스테르의 형태로 존재할 수 있다.If the active compounds mentioned in Table 2 have functional groups which can be ionized, they can of course also be present in the form of their agriculturally acceptable salts. In the case of acidic active compounds, ie active compounds which can be deprotonated, they are in particular lithium, sodium, potassium, calcium, magnesium, ammonium, methylammonium, isopropylammonium, dimethylammonium, diisopropylammonium, trimethylammonium, tetramethyl Ammonium, tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium, 2- (2-hydroxyethoxy) eth-1-ylammonium, di- (2-hydroxyeth-1-yl) ammonium, benzyl Trimethylammonium, benzyltriethylammonium or trimethylsulfonium salt. In the case of basic active compounds, ie active compounds which can be protonated, they are especially the chlorides, bromide, sulfates, hydrogen sulphates, methyl sulphates, dihydrogen phosphates or hydrogen phosphates of the abovementioned active compounds. If the active compounds mentioned in Table 2 have carboxyl groups, they are of course also also agriculturally acceptable salts, especially in the form of their methyl- and dimethylamides, in the form of their anilides or 2-chloroanilides, and also their methyls, It may be present in the form of ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, hexyl, isooctyl, methoxyethyl, ethoxyethyl, butoxyethyl or thioethyl ester.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.2로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 2.1 내지 2.43이다.Furthermore, preference is given to compositions 2.1 to 2.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.2.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.3으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 3.1 내지 3.43이다.Furthermore, preference is given to compositions 3.1 to 3.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.3.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.4로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 4.1 내지 4.43이다.Also preferred are compositions 4.1-4.43 which differ from the corresponding compositions 1.1-1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.4.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.5로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 5.1 내지 5.43이다.Also preferred are compositions 5.1 to 5.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.5.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.6으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 6.1 내지 6.43이다.Furthermore, preference is given to compositions 6.1 to 6.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.6.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.7로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 7.1 내지 7.43이다.Also preferred are compositions 7.1 to 7.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.7.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.8로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 8.1 내지 8.43이다.Also preferred are compositions 8.1 to 8.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.8.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.9로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 9.1 내지 9.43이다.Also preferred are compositions 9.1 to 9.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.9.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.10으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 10.1 내지 10.43이다.Also preferred are compositions 10.1 to 10.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.10.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.11로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 11.1 내지 11.43이다.Also preferred are compositions 11.1 to 11.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.11.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.12로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 12.1 내지 12.43이다.Also preferred are compositions 12.1 to 12.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.12.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.13으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 13.1 내지 13.43이다.Further preferred are compositions 13.1 to 13.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.13.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.14로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 14.1 내지 14.43이다.Also preferred are compositions 14.1 to 14.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.14.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.15로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 15.1 내지 15.43이다.Also preferred are compositions 15.1 to 15.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.15.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.16으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 16.1 내지 16.43이다.Also preferred are compositions 16.1 to 16.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.16.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.17로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 17.1 내지 17.43이다.Also preferred are compositions 17.1 to 17.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.17.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.18로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 18.1 내지 18.43이다.Also preferred are compositions 18.1 to 18.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.18.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.19로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 19.1 내지 19.43이다.Also preferred are compositions 19.1 to 19.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.19.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.20으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 20.1 내지 20.43이다.Also preferred are compositions 20.1 to 20.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.20.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.21로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 21.1 내지 21.43이다.Also preferred are compositions 21.1 to 21.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.21.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.22로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 22.1 내지 22.43이다.Also preferred are compositions 22.1 to 22.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.22.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.23으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 23.1 내지 23.43이다.Also preferred are compositions 23.1 to 23.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.23.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.24로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 24.1 내지 24.43이다.Also preferred are compositions 24.1 to 24.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.24.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.25로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 25.1 내지 25.43이다.Also preferred are compositions 25.1 to 25.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.25.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.26으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 26.1 내지 26.43이다.Also preferred are compositions 26.1 to 26.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.26.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.27로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 27.1 내지 27.43이다.Also preferred are compositions 27.1 to 27.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.27.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.28로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 28.1 내지 28.43이다.Further preferred are compositions 28.1 to 28.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.28.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.29로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 29.1 내지 29.43이다.Also preferred are compositions 29.1 to 29.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.29.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.30으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 30.1 내지 30.43이다.Also preferred are compositions 30.1 to 30.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.30.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.31로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 31.1 내지 31.43이다.Also preferred are compositions 31.1 to 31.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.31.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.32로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 32.1 내지 32.43이다.Also preferred are compositions 32.1 to 32.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.32.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.33으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 33.1 내지 33.43이다.Also preferred are compositions 33.1 to 33.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.33.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.34으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 34.1 내지 34.43이다.Also preferred are compositions 34.1 to 34.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.34.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.35로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 35.1 내지 35.43이다.Also preferred are compositions 35.1 to 35.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.35.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.36으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 36.1 내지 36.43이다.Also preferred are compositions 36.1 to 36.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.36.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.37로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 37.1 내지 37.43이다.Also preferred are compositions 37.1 to 37.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.37.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.38로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 38.1 내지 38.43이다.Also preferred are compositions 38.1 to 38.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.38.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.39로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 39.1 내지 39.43이다.Also preferred are compositions 39.1 to 39.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.39.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.40으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 40.1 내지 40.43이다.Also preferred are compositions 40.1 to 40.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.40.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.41로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 41.1 내지 41.43이다.Also preferred are compositions 41.1 to 41.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.41.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.42로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 42.1 내지 42.43이다.Also preferred are compositions 42.1 to 42.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.42.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.43으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 43.1 내지 43.43이다.Also preferred are compositions 43.1 to 43.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.43.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.44로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 44.1 내지 44.43이다.Also preferred are compositions 44.1 to 44.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.44.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.45로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 45.1 내지 45.43이다.Also preferred are compositions 45.1 to 45.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.45.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.46으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 46.1 내지 46.43이다.Also preferred are compositions 46.1 to 46.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.46.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.47로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 47.1 내지 47.43이다.Also preferred are compositions 47.1 to 47.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.47.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.48로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 48.1 내지 48.43이다.Also preferred are compositions 48.1 to 48.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.48.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.49로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 49.1 내지 49.43이다.Also preferred are compositions 49.1 to 49.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.49.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.50으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 50.1 내지 50.43이다.Also preferred are compositions 50.1 to 50.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.50.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.51로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 51.1 내지 51.43이다.Also preferred are compositions 51.1 to 51.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.51.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.52로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 52.1 내지 52.43이다.Also preferred are compositions 52.1 to 52.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.52.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.53으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 53.1 내지 53.43이다.Further preferred are compositions 53.1 to 53.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.53.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.54로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 54.1 내지 54.43이다.Also preferred are compositions 54.1 to 54.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.54.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.55로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 55.1 내지 55.43이다.Furthermore, preference is given to compositions 55.1 to 55.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.55.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.56으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 56.1 내지 56.43이다.Also preferred are compositions 56.1 to 56.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.56.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.57로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 57.1 내지 57.43이다.Also preferred are compositions 57.1 to 57.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.57.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.58로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 58.1 내지 58.43이다.Also preferred are compositions 58.1 to 58.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.58.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.59로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 59.1 내지 59.43이다.Also preferred are compositions 59.1 to 59.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.59.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.60으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 60.1 내지 60.43이다.Also preferred are compositions 60.1 to 60.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.60.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.61로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 61.1 내지 61.43이다.Also preferred are compositions 61.1 to 61.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.61.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.62로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 62.1 내지 62.43이다.Also preferred are compositions 62.1 to 62.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.62.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.63으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 63.1 내지 63.43이다.Also preferred are compositions 63.1 to 63.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.63.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.64로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 64.1 내지 64.43이다.Also preferred are compositions 64.1 to 64.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.64.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.65로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 65.1 내지 65.43이다.Also preferred are compositions 65.1 to 65.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.65.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.66으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 66.1 내지 66.43이다.Also preferred are compositions 66.1 to 66.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.66.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.67로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 67.1 내지 67.43이다.Also preferred are compositions 67.1 to 67.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.67.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.68로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 68.1 내지 68.43이다.Also preferred are compositions 68.1 to 68.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.68.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.69로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 69.1 내지 69.43이다.Also preferred are compositions 69.1 to 69.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.69.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.70으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 70.1 내지 70.43이다.Also preferred are compositions 70.1 to 70.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.70.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.71로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 71.1 내지 71.43이다.Also preferred are compositions 71.1 to 71.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.71.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.72로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 72.1 내지 72.43이다.Also preferred are compositions 72.1 to 72.43, which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.72.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.73으로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 73.1 내지 73.43이다.Also preferred are compositions 73.1 to 73.43 which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.73.
또한, 바람직한 것은 페닐우라실 I.1이 페닐우라실 I.74로 대체된 점에서만, 상응하는 조성물 1.1 내지 1.43과 다른 조성물 74.1 내지 74.43이다.Also preferred are compositions 74.1 to 74.43, which differ from the corresponding compositions 1.1 to 1.43 only in that phenyluracil I.1 is replaced by phenyluracil I.74.
조성물 2.1 내지 74.43에서 개별 성분의 중량비는 상기 언급된 범위 내이며, 페닐우라실 I.1 및 제초제 B의 이성분 혼합물의 경우 예를 들어 1:1, 1:2 또는 1:5, 페닐우라실 I.1 및 완화제 C의 이성분 혼합물의 경우 예를 들어 1:1, 1:2 또는 1:5, 그리고 페닐우라실 I.1, 제초제 B 및 완화제 C의 삼성분 혼합물의 경우 예를 들어 1:1:1, 2:1:1, 1:2:1, 1:5:1 또는 1:5:2이다.The weight ratios of the individual components in compositions 2.1 to 74.43 are in the above-mentioned ranges, for example in the case of binary mixtures of phenyluracil I.1 and herbicide B, for example 1: 1, 1: 2 or 1: 5, phenyluracil I. For binary mixtures of 1 and emollient C, for example 1: 1, 1: 2 or 1: 5, and for ternary mixtures of phenyluracil I.1, herbicide B and emollient C, for example 1: 1: 1, 2: 1: 1, 1: 2: 1, 1: 5: 1 or 1: 5: 2.
사용 준비된 제제에서, 즉 작물 보호 제품 형태의 본 발명에 따른 조성물에서, 현탁, 유화 또는 용해된 형태의 성분 I 및 B, 및 임의로 C는 함께 또는 별도로 제제화되어 존재할 수 있다. 사용 형태는 전적으로 의도하는 용도에 의존한다.In preparations ready for use, ie in compositions according to the invention in the form of crop protection products, the components I and B, and optionally C, in suspended, emulsified or dissolved form may be present together or separately formulated. The form of use depends entirely on the intended use.
본 발명에 따른 조성물은 예를 들어 직접 분사가능한 수용액, 분말, 현탁액, 또한 고농축 수성, 오일성 또는 기타 현탁액 또는 분산액, 에멀젼, 오일 분산액, 페이스트, 더스트, 펴바르기 위한 물질 형태 또는 과립, 분사, 분무, 뿌림, 살포 또는 급수에 의해 시용할 수 있다. 사용 형태는 의도되는 용도에 의존하며, 임의의 경우, 이들은 활성 화합물의 가장 좋은 가능한 분포를 보장한다.The compositions according to the invention can be prepared, for example, directly injectable aqueous solutions, powders, suspensions, also highly concentrated aqueous, oily or other suspensions or dispersions, emulsions, oil dispersions, pastes, dusts, material forms or granules for spreading, spraying, spraying, Can be applied by spraying, spraying or watering. The form of use depends on the intended use, in which case they ensure the best possible distribution of the active compounds.
사용 준비된 제제가 본 발명에 따른 조성물에 존재하는 형태에 따라, 이들은 하나 또는 그 이상의 액체 또는 고체 담체, 적합할 경우 계면활성제 및 적합할 경우 작물 보호 제품의 제제화에 통상적인 추가의 보조제를 포함한다. 당업자는 이러한 제제화를 위한 방법을 충분히 알고 있다.Depending on the form in which the preparations for use are present in the compositions according to the invention, they comprise one or more liquid or solid carriers, if appropriate surfactants and, if appropriate, further auxiliaries customary in the formulation of crop protection products. Those skilled in the art are fully aware of methods for such formulations.
사용 준비된 제제는 성분 I 및 B, 및 임의로 C, 및 액체 담체를 또한 포함할 수 있는 작물 보호 제품의 제제화에 통상적인 보조제를 포함한다.Preparations for use include auxiliaries customary in the formulation of crop protection products, which may also include components I and B, and optionally C, and a liquid carrier.
담체 작용을 갖는 적합한 불활성 첨가제는 본질적으로, 케로센 및 디젤 오일과 같은 높은 비점에 대한 매질의 무기물 오일 분획, 그리고 석탄 타르 오일 및 식물 또는 동물 기원의 오일, 지방족, 고리형 및 방향족 탄화수소, 예를 들어 파라핀, 테트라히드로나프탈렌, 알킬화된 나프탈렌 및 그의 유도체, 알킬화된 벤젠 및 그의 유도체, 메탄올, 에탄올, 프로판올, 부탄올 및 시클로헥산올과 같은 알코올, 시클로헥산온과 같은 케톤, 강한 극성 용매, 예를 들어 N-메틸피롤리돈과 같은 아민, 및 물이다.Suitable inert additives with carrier action are essentially inorganic mineral fractions of the medium to high boiling points such as kerosene and diesel oils, and coal tar oils and oils of aliphatic, cyclic and aromatic hydrocarbons, of plant or animal origin, for example For example paraffin, tetrahydronaphthalene, alkylated naphthalene and derivatives thereof, alkylated benzene and derivatives thereof, alcohols such as methanol, ethanol, propanol, butanol and cyclohexanol, ketones such as cyclohexanone, strong polar solvents, for example Amines such as N-methylpyrrolidone, and water.
수성 사용 형태는 에멀젼 농축액, 현탁액, 페이스트, 습윤성 분말 또는 물의 첨가에 의한 수분산성 과립으로부터 제조할 수 있다. 에멀젼, 페이스트 또는 오일 분산액을 제조하기 위해, 그 자체 또는 오일 또는 용매에 분산된 활성 화합물 I, B 또는 C는 습윤화제, 점착제, 분산제 또는 유화제에 의해 물에서 균질화될 수 있다. 별법으로, 활성 물질, 습윤화제, 점착제, 분산제 또는 유화제, 및 필요할 경우 용매 또는 오일로 구성된 농축물을 제조하는 것이 가능하며, 상기 농축물은 물로 희석하기에 적합하다.Aqueous use forms can be prepared from water dispersible granules by addition of emulsion concentrates, suspensions, pastes, wettable powders or water. To prepare emulsions, pastes or oil dispersions, the active compounds I, B or C dispersed on their own or in oils or solvents can be homogenized in water by wetting agents, tackifiers, dispersants or emulsifiers. Alternatively, it is possible to prepare concentrates consisting of active substances, wetting agents, tackifiers, dispersants or emulsifiers and, if necessary, solvents or oils, which concentrates are suitable for dilution with water.
적합한 계면활성제는 알칼리 금속염, 알칼리 토금속염, 및 방향족 술폰산, 예를 들어 리그노-, 페놀-, 나프탈렌- 및 디부틸나프탈렌술폰산의 암모늄염, 지방산의 암모늄염, 알킬- 및 알킬아릴술포네이트의 암모늄염, 알킬 술포네이트, 라우릴 에테르 술포네이트 및 지방 알코올 술포네이트의 암모늄염, 및 술페이트화된 헥사-, 헵타- 및 옥타데칸올의 염, 및 지방 알코올 글리콜 에테르의 염, 포름알데히드와 술폰화된 나프탈렌 및 그의 유도체와의 축합물, 페놀 및 포름알데히드와 나프탈렌과의 또는 타프탈렌술폰산과의 축합물, 폴리옥시에틸렌 옥틸페놀 에테르, 에톡실화된 이소옥틸-, 옥틸- 또는 노닐페놀, 알킬페닐 폴리글리콜 에테르, 트리부틸페닐 폴리글리콜 에테르, 알킬아릴 폴리에테르 알코올, 이소트리데실 알코올, 지방 알코올/에틸렌 옥시드 축합물, 에톡실화된 캐스터 오일, 폴리옥시에틸렌 알킬 에테르 또는 폴리옥시프로필렌 알킬 에테르, 라우릴 알코올 폴리글리콜 에테르 아세테이트, 소르비톨 에스테르, 리그노술파이트 폐액 또는 메틸셀룰로오스이다.Suitable surfactants include alkali metal salts, alkaline earth metal salts, and aromatic sulfonic acids such as ammonium salts of ligno-, phenol-, naphthalene- and dibutylnaphthalenesulfonic acid, ammonium salts of fatty acids, ammonium salts of alkyl- and alkylarylsulfonates, alkyl Ammonium salts of sulfonates, lauryl ether sulfonates and fatty alcohol sulfonates, and salts of sulfated hexa-, hepta- and octadecanol, and salts of fatty alcohol glycol ethers, formaldehyde and sulfonated naphthalene and their Condensates with derivatives, phenols and condensates of formaldehyde with naphthalene or with taphthalenesulfonic acid, polyoxyethylene octylphenol ethers, ethoxylated isooctyl-, octyl- or nonylphenols, alkylphenyl polyglycol ethers, tri Butylphenyl Polyglycol Ether, Alkylaryl Polyether Alcohol, Isotridecyl Alcohol, Fatty Alcohol / Ethylene Oxide A compound, ethoxylated castor oil, polyoxyethylene alkyl ethers or polyoxypropylene alkyl ethers, lauryl alcohol polyglycol ether acetate, sorbitol esters, league nosul sulfite waste liquid, or methyl cellulose.
분말, 펴바르기 위한 물질 및 더스트는 활성 물질과 고체 담체를 혼합하거나 동시 연마함으로써 제조할 수 있다.Powders, spreading materials and dusts can be prepared by mixing or co-polishing the active material with a solid carrier.
과립, 예를 들어 코팅 과립, 포화 과립 및 균질 과립은 활성 성분을 고체 담체와 함께 제조할 수 있다. 고체 담체는 실리카, 실리카겔, 실리케이트, 활석, 고령토, 석회석, 석회, 백악, 교회점토, 황토, 점토, 백운석, 규조토, 황산칼슘, 황산마그네슘, 산화마그네슘, 토양 합성 물질과 같은 광물, 황산암모늄, 인산암모늄, 질산암모늄, 우레아와 같은 비료, 및 곡류 가루, 나무 껍질 가루, 목재 가루 및 견과껍질 가루와 같은 식물 기원의 제품, 셀룰로오스 분말, 또는 기타 고체 담체이다.Granules such as coated granules, saturated granules and homogeneous granules can be prepared with the active ingredient in combination with a solid carrier. Solid carriers include silica, silica gel, silicates, talc, kaolin, limestone, lime, chalk, church clay, ocher, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, minerals such as soil synthetics, ammonium sulfate, phosphoric acid Fertilizers such as ammonium, ammonium nitrate, urea, and products of plant origin such as cereal flour, bark flour, wood flour and nutshell flour, cellulose powder, or other solid carriers.
사용 준비된 제제에서 활성 화합물의 농도는 폭넓은 범위 내에서 다양할 수 있다. 일반적으로, 제제는 0.001 내지 98 중량％, 바람직하게는 0.01 내지 95 중량％의 활성 성분을 포함한다. 활성 성분은 90％ 내지 100％, 바람직하게는 95％ 내지 100％ (NMR 스펙트럼에 따름)의 순도로 사용된다.The concentration of active compound in preparations for use may vary within wide ranges. In general, the formulations comprise 0.001 to 98% by weight, preferably 0.01 to 95% by weight of active ingredient. The active ingredient is used in a purity of 90% to 100%, preferably 95% to 100% (according to the NMR spectrum).
본 발명에 따른 화합물은 예를 들어 다음과 같이 제제화될 수 있다:The compounds according to the invention can be formulated, for example, as follows:
I 활성 화합물 20 중량부 또는 해당 활성 화합물 혼합물을 알킬화된 벤젠 80 중량부, 1 몰의 올레산 N-모노에탄올아미드에 8 내지 10 몰의 에틸렌 옥시드가 부가된 부가생성물 10 중량부, 칼슘 도데실벤젠술포네이트 5 중량부, 및 1 몰의 캐스터 오일에 40 몰의 에틸렌 옥시드가 부가된 부가생성물 5 중량부로 구성된 혼합물에 용해한다. 용액을 물 100000 중량부에 붓고, 용액을 물에 미세 분배시켜 활성 성분 0.02 중량％를 포함하는 수분산액을 수득한다.I 20 parts by weight of the active compound or 80 parts by weight of the alkylated benzene, 10 parts by weight of an addition product of 8 to 10 moles of ethylene oxide added to 1 mole of oleic acid N-monoethanolamide, calcium dodecylbenzenesulfo It is dissolved in a mixture consisting of 5 parts by weight of nate and 5 parts by weight of adduct added with 40 moles of ethylene oxide to 1 mole of castor oil. The solution is poured into 100000 parts by weight of water, and the solution is finely divided into water to obtain an aqueous dispersion containing 0.02% by weight of the active ingredient.
II 활성 화합물 20 중량부 또는 해당 활성 화합물 혼합물을 시클로헥산온 40 중량부, 이소부탄올 30 중량부, 1 몰의 이소옥틸페놀에 7 몰의 에틸렌 옥시드가 부가된 부가생성물 20 중량부, 및 1 몰의 캐스터 오일에 40 몰의 에틸렌 옥시드가 부가된 부가생성물 10 중량부로 구성된 혼합물에 용해한다. 용액을 물 100000 중량부에 붓고, 용액을 물에 미세 분배시켜 활성 성분 0.02 중량％를 포함하는 수분산액을 수득한다.20 parts by weight of the active compound or the active compound mixture of 40 parts by weight of cyclohexanone, 30 parts by weight of isobutanol, 20 parts by weight of an addition product having 7 moles of ethylene oxide added to 1 mole of isooctylphenol, and 1 mole of It is dissolved in a mixture consisting of 10 parts by weight of adduct added with 40 moles of ethylene oxide to the castor oil. The solution is poured into 100000 parts by weight of water, and the solution is finely divided into water to obtain an aqueous dispersion containing 0.02% by weight of the active ingredient.
III 활성 화합물 20 중량부 또는 해당 활성 화합물 혼합물을 시클로헥산온 25 중량부, 비점 210 내지 280℃의 광물유 분획 65 중량부, 및 1 몰의 캐스터 오일에 40 몰의 에틸렌 옥시드가 부가된 부가생성물 10 중량부로 구성된 혼합물에 용해한다. 용액을 물 100000 중량부에 붓고, 용액을 물에 미세 분배시켜 활성 성분 0.02 중량％를 포함하는 수분산액을 수득한다.III parts by weight of the active compound or a mixture of the active compounds is 25 parts by weight of cyclohexanone, 65 parts by weight of the mineral oil fraction having a boiling point of 210 to 280 ° C., and 10 parts by weight of 40 moles of ethylene oxide added to 1 mole of castor oil. Dissolve in a mixture consisting of parts. The solution is poured into 100000 parts by weight of water, and the solution is finely divided into water to obtain an aqueous dispersion containing 0.02% by weight of the active ingredient.
IV 활성 화합물 20 중량부 또는 해당 활성 화합물 혼합물을 나트륨 디이소부틸나프탈렌술포네이트 3 중량부, 술파이트 폐액으로부터의 리그노술폰산의 나트륨염 17 중량부, 및 분말 실리카겔 60 중량부와 전체적으로 혼합하고, 혼합물을 해머밀에서 연마한다. 혼합물을 물 20000 중량부에 미세 분배시켜 활성 성분 0.1 중량％를 포함하는 분사 혼합물을 수득한다.20 parts by weight of the IV active compound or the corresponding active compound mixture is mixed with 3 parts by weight of sodium diisobutylnaphthalenesulfonate, 17 parts by weight of sodium salt of lignosulfonic acid from the sulfite waste liquor, and 60 parts by weight of powdered silica gel, and the mixture Is polished in a hammer mill. The mixture is finely partitioned to 20000 parts by weight of water to give a spray mixture comprising 0.1% by weight of active ingredient.
V 활성 화합물 3 중량부 또는 해당 활성 화합물 혼합물을 미세 분할된 고령토 97 중량부와 혼합한다. 이로써 활성 성분 3 중량％를 포함하는 더스트를 수득한다.3 parts by weight of the V active compound or a mixture of the active compounds is mixed with 97 parts by weight of finely divided kaolin. This yields a dust comprising 3% by weight of active ingredient.
VI 활성 화합물 20 중량부 또는 해당 활성 화합물 혼합물을 칼슘 도데실벤젠술포네이트 2 중량부, 지방 알코올 폴리글리콜 에테르 8 중량부, 페놀-우레아-포름알데히드 축합물의 나트륨염 2 중량부, 및 파라핀 광물유 68 중량부와 치밀 혼합한다. 이로써 안정한 오일성 분산액을 수득한다.20 parts by weight of the VI active compound or a mixture of the active compounds was added 2 parts by weight of calcium dodecylbenzenesulfonate, 8 parts by weight of fatty alcohol polyglycol ether, 2 parts by weight of sodium salt of phenol-urea-formaldehyde condensate, and 68 parts by weight of paraffin mineral oil. Mix well with wealth. This gives a stable oily dispersion.
VII 활성 화합물 1 중량부 또는 해당 활성 화합물 혼합물을 시클로헥산온 70 중량부, 에톡실화된 이소옥틸페놀 20 중량부, 및 에톡실화된 캐스터 오일 10 중량부로 구성된 혼합물에 용해한다. 이로써 안정한 에멀젼 농축물을 수득한다.1 part by weight of the VII active compound or the active compound mixture is dissolved in a mixture consisting of 70 parts by weight of cyclohexanone, 20 parts by weight of ethoxylated isooctylphenol, and 10 parts by weight of ethoxylated castor oil. This gives a stable emulsion concentrate.
VIII 활성 화합물 1 중량부 또는 해당 활성 화합물 혼합물을 시클로헥산온 80 중량부 및 웨톨 (Wettol)(등록상표) EM 31 (에톡실화된 캐스터 오일 기재 비이온성 유화제) 20 중량부로 구성된 혼합물에 용해한다. 이로써 안정한 에멀젼 농축물을 수득한다.1 part by weight of the VIII active compound or a mixture of the active compounds is dissolved in a mixture consisting of 80 parts by weight of cyclohexanone and 20 parts by weight of Wetol® EM 31 (ethoxylated castor oil based nonionic emulsifier). This gives a stable emulsion concentrate.
화합물 I 및 B, 및 임의로 C는 함께 또는 별도로 제제화될 수 있다.Compounds I and B, and optionally C, can be formulated together or separately.
화합물 I 및 B, 및 임의로 C는 함께 또는 별도로, 동시에 또는 연속적으로, 식물의 출현 이전에, 동안에 또는 이후에 시용될 수 있다.Compounds I and B, and optionally C, can be applied together or separately, simultaneously or continuously, before, during or after the appearance of the plant.
활성 화합물 I 및 B, 및 임의로 C가 특정 작물 식물에 덜 내성일 경우, 민감한 작물 식물의 잎은 가능한 영향받지 않으면서 활성 화합물이 드러난 토양 표면 또는 하부로 자라는 (후방, 비축) 바람직하지 않은 식물의 잎에 도달하는 방식으로 제초제 조성물을 분사기에 의해 분사하는 시용 방법을 사용하는 것이 가능하다. If the active compounds I and B, and optionally C, are less resistant to a particular crop plant, the leaves of the sensitive crop plant are of the undesirable (growth, stockpile) undesirable plant that grows to or below the soil surface where the active compound is exposed without being affected. It is possible to use a method of application in which the herbicide composition is sprayed by an injector in a manner that reaches the leaves.
순수한 활성 화합물의 조성물의, 즉 제제화 보조제가 없는 화합물 I 및 B, 및 임의로 C의 요구되는 시용률은 바람직하지 않은 식물의 밀집도, 식물의 발달 단계, 조성물이 사용되는 지역의 기후 조건 및 시용 방법에 따라 다르다. 일반적으로, 성분 I 및 B, 및 임의로 C의 시용률은 활성 물질 0.001 내지 3 kg/ha, 바람직하게는 0.005 내지 2 kg/ha, 특히 0.01 내지 1 kg/ha이다.The required application rates of the compositions of purely active compounds, i.e. compounds I and B without formulation aids, and optionally C, may be determined by undesirable plant densities, stages of plant development, climatic conditions and methods of application in the areas where the compositions are used. Depends. In general, the application rates of components I and B, and optionally C, are from 0.001 to 3 kg / ha, preferably from 0.005 to 2 kg / ha, in particular from 0.01 to 1 kg / ha of the active substance.
페닐우라실 I의 요구되는 시용률은 일반적으로 활성 물질 0.1 g/ha 내지 1 kg/ha의 범위, 바람직하게는 1 g/ha 내지 500 g/ha 또는 5 g/ha 내지 500 g/ha의 범위이다.The required application rate of phenyluracil I is generally in the range of 0.1 g / ha to 1 kg / ha of the active substance, preferably in the range of 1 g / ha to 500 g / ha or 5 g / ha to 500 g / ha. .
조성물은 주로 잎 분사에 의해 식물에 시용된다. 시용은 예를 들어 담체로서 물을 이용하고, 약 100 내지 1000 l/ha (예를 들어 300 내지 400 l/ha)의 분사 액체 속도를 이용하는 통상적인 분사 기술에 의해 수행될 수 있다. 미세과립의 형태로 시용될 경우 저부피 및 초저부피 방법에 의한 제초제 조성물의 시용이 가능하다.The composition is applied to the plant mainly by leaf spraying. Application can be carried out by conventional spraying techniques using, for example, water as the carrier and using a spraying liquid velocity of about 100 to 1000 l / ha (eg 300 to 400 l / ha). When applied in the form of microgranules, it is possible to apply the herbicide composition by the low volume and ultra low volume methods.
본 발명에 따른 조성물은 유용 식물, 특히 밀, 보리, 귀리, 옥수수, 대두, 사탕수수, 벼, 종유 평지, 면화, 감자, 강낭콩, 땅콩 또는 다년생 작물에서의 통상의 유해 식물의 방제에 적합하다. 본 발명의 또다른 실시양태에서, 본 발명의 조성물은 모든 식물의 방제에 적합하며, 즉 이들은 총체적 제초제로서 작용한다. 더욱이, 본 발명의 또다른 실시양태에서, 조성물은 삼림에서의 바람직하지 않은 식물의 방제에 유용하다.The composition according to the invention is suitable for the control of common harmful plants in useful plants, in particular wheat, barley, oats, corn, soybeans, sugar cane, rice, oilseed rape, cotton, potatoes, kidney beans, peanuts or perennial crops. In another embodiment of the invention, the compositions of the invention are suitable for the control of all plants, ie they act as total herbicides. Moreover, in another embodiment of the present invention, the composition is useful for the control of undesirable plants in the forest.
그리고, 본 발명에 따른 조성물을 다른 작물 보호 제품과의, 예를 들어 살충제 또는 식물병원성 진균 또는 박테리아의 방제를 위한 제제와의 혼합물로서 함께 시용하는 것은 유용할 수 있다. 또한, 영양분인 미량 원소 결핍을 처리하는데 사용되는 무기물 염 용액과의 혼화성은 관심의 대상이다. 비-광독성 오일 및 오일 농축물이 또한 첨가될 수 있다.And it may be useful to apply the compositions according to the invention together as a mixture with other crop protection products, for example with an agent for the control of insecticides or phytopathogenic fungi or bacteria. Also of interest is the miscibility with mineral salt solutions used to treat nutrient trace element deficiencies. Non-phototoxic oils and oil concentrates may also be added.
본 발명에 따른 조성물은 또한 유전 공학 또는 교배로 인해 1종 이상의 제초제에 내성이거나, 유전 공학 또는 교배로 인해 곤충의 공격에 내성인 작물 식물에 사용될 수 있다.The compositions according to the invention can also be used in crop plants which are resistant to one or more herbicides due to genetic engineering or mating, or which are resistant to insect attack due to genetic engineering or mating.
예를 들어 글리포세이트와 같은 제초제 EPSP 합성 억제제에, 예를 들어 글루포시네이트와 같은 제초제 글루타민 합성 억제제에, 예를 들어 부타페나실과 같은 제초제 프로토프로피리노겐-IX 산화효소 억제제에, 예를 들어 이마자메타벤즈, 이마자목스, 이마자피크, 이마자피르, 이마자퀸, 이마제타피르와 같은 제초제 ALS 억제제에 내성인 작물 식물, 또는 유전적 변형에 의한 Bt 독소에 대한 유전자의 도입으로 인해 특정 곤충의 공격에 내성인 작물 식물이 적합하다.For example, to herbicide EPSP synthesis inhibitors such as glyphosate, for example to herbicide glutamine synthesis inhibitors such as glufosinate, to herbicide protopropynogen-IX oxidase inhibitors such as, for example, butafenacyl, for example The introduction of genes for crop plants that are resistant to herbicide ALS inhibitors such as imazamethabenz, imazamox, imazapeaks, imazaphyr, imazaquine, imazetapyre, or Bt toxin by genetic modification Crop plants that are resistant to insect attack are suitable.
놀랍게도, 1종 이상의 화학식 I의 페닐우라실 및 1종 이상의 제초제 B를 포함하는 본 발명에 따른 조성물은 개별 화합물의 제초 활성에 의해 기대되는 것보다 유해 식물에 대해 더 우수한 제초 활성을 갖는다. 다시 말해서, 페닐우라실 I과 제초제 B를 함께 시용하면 상승 효과 (상승작용)의 면에서 유해 식물에 대한 활성이 향상된다. 이러한 이유로, 개별 성분 기재의 혼합물은 개별 성분에 비해 제초 효과를 달성하기 위해 보다 낮은 시용률로 사용될 수 있다.Surprisingly, a composition according to the invention comprising at least one phenyluracil of formula I and at least one herbicide B has better herbicidal activity against harmful plants than would be expected by the herbicidal activity of the individual compounds. In other words, the application of phenyluracil I and herbicide B together improves the activity against harmful plants in terms of synergistic effects (synergism). For this reason, mixtures of individual component substrates can be used at lower rates of application to achieve herbicidal effects compared to individual components.
놀랍게도, 유용한 식물은, C 군의 활성 화합물이 없는 페닐우라실 I + 제초제 B의 각 혼합물보다 본 발명에 따라 페닐우라실 I 및 제초제 B 이외에 C 군로부터의 활성 화합물을 포함하는 조성물에 대해 더 잘 견디었다.Surprisingly, useful plants tolerated a composition comprising an active compound from group C in addition to phenyluracil I and herbicide B according to the invention than each mixture of phenyluracil I + herbicide B without active group C active compounds. .
화학식 I의 3-페닐우라실은 선행 출원 WO 2001/83459호에 개시된 제조 방법에 의해 제조할 수 있다. 개별 화합물의 제조에 관해, WO 2001/83459호의 실시예가 참고될 수 있다. 상기 문헌에 명확히 개시되지 않은 화합물은 유사한 방법으로 제조할 수 있다.3-phenyluracil of formula (I) can be prepared by the preparation process disclosed in the prior application WO 2001/83459. With regard to the preparation of the individual compounds, reference may be made to the examples of WO 2001/83459. Compounds not explicitly disclosed in this document can be prepared in a similar manner.
사용 use 실시예Example
단독의 제초 활성 화합물과 비교한 본 발명에 따른 화합물 I 및 B, 및 적합할 경우 C의 제초제 혼합물의 바람직하지 않은 식물의 성장에 대한 효과를 하기 온실 실험으로 증명하였다.The effect on the undesired plant growth of the herbicide mixtures of compounds I and B according to the invention, and, if appropriate, C, compared to the herbicidally active compounds alone, was demonstrated in the following greenhouse experiments.
출현후 (post-emergence) 처리를 위하여, 시험 식물을 먼저 식물 서식지에 따라 3 내지 20 cm로 성장시킨 후에만 처리하였다. 여기에서, 제초제 조성물을 분배 매질로서 물에 현탁 또는 유화하고, 미세 분산 노즐을 이용하여 분사하였다.For post-emergence treatment, the test plants were first treated only after growing to 3-20 cm, depending on the plant habitat. Here, the herbicide composition was suspended or emulsified in water as a dispensing medium and sprayed using a fine dispersion nozzle.
각각의 성분 I 및 B 및(또는) C를 10 중량％ 농도 에멀젼 농축물로 제제화하고, 활성 화합물의 시용에 사용되는 용매계의 양으로 분사 액체로 도입하였다. 실시예에서, 사용된 용매는 물이었다.Each of components I and B and / or C was formulated into a 10 wt% concentration emulsion concentrate and introduced into the spray liquid in the amount of solvent system used for application of the active compound. In the examples, the solvent used was water.
시험 기간은 21일에 걸쳐 이어졌다. 이 시간 동안, 식물을 시험하고, 활성 화합물을 이용한 처리에 대한 반응을 평가하였다.The trial period lasted 21 days. During this time, the plants were tested and the response to treatment with the active compounds was evaluated.
화학 조성물에 의해 야기된 피해에 대한 평가는 비처리된 대조군 조성물에 비하여 0 내지 100％의 점수를 이용하여 수행하였다. 여기에서 0은 피해가 없는 것을 의미하고, 100은 식물의 완전한 파괴를 의미한다.Assessment of damage caused by the chemical composition was performed using a score of 0-100% relative to the untreated control composition. Where 0 means no damage and 100 means complete destruction of the plant.
하기 실시예에서, 개별 화합물의 활성이 단지 부가적일 경우 기대되는 값 E는 문헌[S. R. Colby (1967) "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds 15, p. 22 ff]의 방법을 이용하여 계산하였다.In the examples below, the expected value E when the activity of the individual compounds is only additive is described in S. R. Colby (1967) "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds 15, p. 22 ff].
E = X + Y- (XㆍY/100)E = X + Y- (XY / 100)
상기 식에서,Where
X = 시용률 a에서의 활성 화합물 I을 이용한 효과 백분율; X = percentage effect with active compound I at application rate a;
Y = 시용률 b에서의 활성 화합물 B를 이용한 효과 백분율;Y = percentage effect with active compound B at application rate b;
E = 시용률 a + b에서의 I + B의 기대 효과 (％)이다.E = expected effect (%) of I + B at the application rate a + b.
상기 방법으로 계산된 값이 콜비식에 따라 계산된 값 E보다 높을 경우, 상승 효과가 존재한다.If the value calculated by the above method is higher than the value E calculated according to Colby's equation, there is a synergistic effect.
하기 활성 화합물을 시험하였다: The following active compounds were tested:
표 1의 페닐우라실 I.1 (WO 2001/83459호의 실시예 54);Phenyluracil I.1 of Table 1 (Example 54 of WO 2001/83459);
4-히드록시-3-{[2-메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐}시클로[3.2.1]옥트-3-엔-2-온 (제초제 B.1);4-hydroxy-3-{[2-methyl-6- (trifluoromethyl) -3-pyridinyl] carbonyl} cyclo [3.2.1] oct-3-en-2-one (herbicide B.1 );
4-히드록시-3-{[2-메톡시에톡시)메틸-6-(트리플루오로메틸)-3-피리디닐]카르보닐}비시클로[3.2.1]옥트-3-엔-2-온 (제초제 B.2).4-hydroxy-3-{[2-methoxyethoxy) methyl-6- (trifluoromethyl) -3-pyridinyl] carbonyl} bicyclo [3.2.1] oct-3-ene-2- On (herbicide B.2).
이 온실 실험에 사용된 식물은 하기 종에 속한다. Plants used in this greenhouse experiment belong to the following species.
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| CL (1) | CL2004000519A1 (en) |
| DE (1) | DE602004016471D1 (en) |
| EA (1) | EA007949B1 (en) |
| ES (1) | ES2310720T3 (en) |
| GE (1) | GEP20084404B (en) |
| IL (1) | IL170203A (en) |
| MX (1) | MXPA05008647A (en) |
| NZ (1) | NZ542275A (en) |
| PL (1) | PL1605758T3 (en) |
| UA (1) | UA82509C2 (en) |
| WO (1) | WO2004080183A1 (en) |
| ZA (1) | ZA200508236B (en) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10163079A1 (en) | 2001-12-20 | 2003-07-03 | Basf Ag | Process for improving plant growth by applying a mixture of sulfur and complexing agent |
| MY144905A (en) * | 2005-03-17 | 2011-11-30 | Basf Ag | Herbicidal compositions based on 3-phenyluracils and 3-sulfonylisoxazolines |
| AR056437A1 (en) * | 2005-08-01 | 2007-10-10 | Basf Ag | A METHOD FOR DESIRING AND / OR DEFOLING GLIFOSPHATE RESISTANT CROPS |
| AR055593A1 (en) * | 2005-08-01 | 2007-08-29 | Basf Ag | A METHOD FOR CONTROLLING WEEDS |
| AR056436A1 (en) * | 2005-08-01 | 2007-10-10 | Basf Ag | A METHOD FOR CONTROLLING WEEDS |
| UA90757C2 (en) | 2005-10-12 | 2010-05-25 | Басф Се | Herbicidal composition, method for controlling undesired vegetation and method for protecting crops from phytotoxic action of 3-phenyluracils |
| SA06270491B1 (en) * | 2005-12-27 | 2010-10-20 | سينجنتا بارتيسبيشنز ايه جي | Herbicidal CompositionComprising of 2,2-Dimethyl-Propionic Acid 8-(2,6-Diethyl-4-Methyl-Phenyl)-9-Oxo-1,2,4,5-Tetrahydro-9H-Pyrazolo[1,2 d] [1,4,5]Oxadiazepin-7-yl Ester and an alcohol |
| GB0920891D0 (en) | 2009-11-27 | 2010-01-13 | Syngenta Participations Ag | Herbicidal compositions |
| AR090661A1 (en) | 2012-04-12 | 2014-11-26 | Dongbu Farm Hannong Co Ltd | HERBICIDE COMPOSITION CONTAINING A URACILO COMPOUND AS ACTIVE INGREDIENT |
| CN103766372A (en) * | 2013-12-09 | 2014-05-07 | 广东中迅农科股份有限公司 | Weeding composition containing flucarbazone sodium and saflufenacil |
| CN106135226B (en) * | 2015-04-24 | 2021-05-18 | 江苏龙灯化学有限公司 | Weeding composition |
| CN106135215A (en) * | 2015-04-24 | 2016-11-23 | 江苏龙灯化学有限公司 | Herbicidal combinations |
| CN109232442B (en) * | 2018-09-13 | 2021-11-02 | 深圳大学 | Aryl uracil compound or agriculturally and pharmaceutically acceptable salt thereof, preparation method thereof and herbicide composition |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4431219A1 (en) * | 1994-09-02 | 1996-03-07 | Bayer Ag | Selective herbicides based on aryluracils |
| DE19504188A1 (en) * | 1995-02-09 | 1996-08-14 | Basf Ag | New 3- (4-cyanophenyl) uracile |
| DE19617532A1 (en) * | 1996-05-02 | 1997-11-06 | Bayer Ag | Substituted phenyluracile |
| CA2332348A1 (en) * | 1998-06-26 | 2000-01-06 | Novartis Ag | Herbicidal composition |
| DE19830694A1 (en) * | 1998-07-09 | 2000-01-13 | Bayer Ag | Substituted acylaminophenyl uracile |
| BR9913745B1 (en) * | 1998-09-15 | 2011-05-31 | pyridine ketones, herbicidal composition and plant growth inhibitor, its use, method for controlling unwanted plant growth, as well as method for inhibiting plant growth. | |
| AU2623399A (en) * | 1999-02-11 | 2000-08-29 | Novartis Ag | 3-hydroxy-4-aryl-5-pyrazoline derivatives as herbicides |
| US6297197B1 (en) * | 2000-01-14 | 2001-10-02 | Dow Agrosciences Llc | 4-aminopicolinates and their use as herbicides |
| IL148464A0 (en) * | 2000-05-04 | 2002-09-12 | Basf Ag | Uracil substituted phenyl sulfamoyl carboxamides |
| AR035209A1 (en) * | 2000-11-03 | 2004-05-05 | Dow Agrosciences Llc | N- (5,7-DIMETOXI (1,2,4) TRIAZOL (1,5-A) PYRIMIDIN-2-IL) ARILSULFONAMIDE AND HERBICIDE COMPOSITIONS FORMULATED WITH SUCH COMPOUNDS AS ACTIVE AGENT; PROCESS TO PREPARE THEM AND METHOD TO CONTROL INDESEABLE VEGETATION USING THESE COMPOUNDS |
| MEP7108A (en) * | 2001-09-14 | 2010-06-10 | Basf Se | Herbicidal mixtures based on 3-phenyluracils |
| AU2003213473A1 (en) * | 2002-08-07 | 2004-02-26 | Syngenta Participations Ag | Herbicidal composition |
| MXPA05008782A (en) * | 2003-03-13 | 2005-10-18 | Basf Ag | Synergistically acting herbicidal mixtures. |
-
2004
- 2004-03-05 CN CNB2004800063289A patent/CN100405908C/en not_active Expired - Lifetime
- 2004-03-05 CA CA2518042A patent/CA2518042C/en not_active Expired - Lifetime
- 2004-03-05 NZ NZ542275A patent/NZ542275A/en not_active IP Right Cessation
- 2004-03-05 WO PCT/EP2004/002239 patent/WO2004080183A1/en active IP Right Grant
- 2004-03-05 KR KR1020057016976A patent/KR101202886B1/en not_active IP Right Cessation
- 2004-03-05 MX MXPA05008647A patent/MXPA05008647A/en active IP Right Grant
- 2004-03-05 EA EA200501355A patent/EA007949B1/en not_active IP Right Cessation
- 2004-03-05 US US10/548,815 patent/US20060293187A1/en not_active Abandoned
- 2004-03-05 AT AT04717572T patent/ATE407559T1/en not_active IP Right Cessation
- 2004-03-05 DE DE602004016471T patent/DE602004016471D1/en not_active Expired - Lifetime
- 2004-03-05 EP EP04717572A patent/EP1605758B1/en not_active Expired - Lifetime
- 2004-03-05 PL PL04717572T patent/PL1605758T3/en unknown
- 2004-03-05 ES ES04717572T patent/ES2310720T3/en not_active Expired - Lifetime
- 2004-03-05 BR BRPI0407949-3A patent/BRPI0407949A/en not_active Application Discontinuation
- 2004-03-05 JP JP2006504547A patent/JP4879732B2/en not_active Expired - Fee Related
- 2004-03-05 GE GEAP20049019A patent/GEP20084404B/en unknown
- 2004-03-12 AR ARP040100834A patent/AR043596A1/en not_active Application Discontinuation
- 2004-03-12 CL CL200400519A patent/CL2004000519A1/en unknown
- 2004-05-03 UA UAA200509522A patent/UA82509C2/en unknown
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2005
- 2005-08-10 IL IL170203A patent/IL170203A/en not_active IP Right Cessation
- 2005-10-12 ZA ZA2005/08236A patent/ZA200508236B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE602004016471D1 (en) | 2008-10-23 |
| CN1758851A (en) | 2006-04-12 |
| AU2004218836A1 (en) | 2004-09-23 |
| EP1605758B1 (en) | 2008-09-10 |
| CL2004000519A1 (en) | 2005-05-06 |
| MXPA05008647A (en) | 2005-10-18 |
| ATE407559T1 (en) | 2008-09-15 |
| PL1605758T3 (en) | 2009-03-31 |
| GEP20084404B (en) | 2008-06-25 |
| KR101202886B1 (en) | 2012-11-19 |
| WO2004080183A1 (en) | 2004-09-23 |
| UA82509C2 (en) | 2008-04-25 |
| JP4879732B2 (en) | 2012-02-22 |
| EA007949B1 (en) | 2007-02-27 |
| EA200501355A1 (en) | 2006-02-24 |
| BRPI0407949A (en) | 2006-03-07 |
| US20060293187A1 (en) | 2006-12-28 |
| ZA200508236B (en) | 2007-03-25 |
| EP1605758A1 (en) | 2005-12-21 |
| IL170203A (en) | 2010-02-17 |
| NZ542275A (en) | 2008-12-24 |
| CN100405908C (en) | 2008-07-30 |
| CA2518042C (en) | 2012-05-22 |
| AR043596A1 (en) | 2005-08-03 |
| CA2518042A1 (en) | 2004-09-23 |
| JP2006519801A (en) | 2006-08-31 |
| ES2310720T3 (en) | 2009-01-16 |
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